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Location: Remote (United States) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role The Community Programs team creates the spaces, programs, and opportunities that help our community thrive. We're looking for a Community Engagement and Advocacy Manager to help us strengthen relationships with the people who use, build with, and advocate for Tailscale. In this role, you'll own and grow three important areas of our community: the Tailscale Insiders advocacy program, our digital communities, specifically Discord and Reddit, and our Community Projects program. You'll focus on creating meaningful opportunities for community members to connect, contribute, share their expertise, and be recognized for the work they do. Whether that's helping an Insider find their next speaking opportunity, bringing Tailscale staff into conversations on Discord, or showcasing an exciting community-built project, you'll help turn community participation into lasting relationships and advocacy. You'll work closely with teams across Tailscale, including Developer Relations, Product, Engineering, Marketing, and Support, to connect community members with the right people, resources, and opportunities. We're looking for someone who genuinely enjoys working with people, understands what makes communities thrive, and can turn ideas into thoughtful, well-run programs. You don't need to be deeply technical, but you should be curious about technology and excited to learn from the people building with it. Key Responsibilities Insiders Advocacy Program Own the strategy, day-to-day operations, engagement, and ongoing growth of the Tailscale Insiders advocacy program. Build and maintain meaningful relationships with Insiders, understanding their interests, expertise, motivations, and how they want to participate in the Tailscale community. Develop recurring engagement opportunities that help Insiders connect with one another and with teams across Tailscale. Identify opportunities for Insiders to contribute through speaking engagements, technical content, community events, product feedback, testing, and other initiatives. Partner with internal teams to create clear pathways for Insiders to participate in company initiatives, ensuring opportunities are relevant and mutually beneficial. Identify and nurture emerging advocates across the Tailscale community, creating pathways for deeper participation and potential involvement in the Insiders program. Own the recruitment, onboarding, recognition, and ongoing engagement of Insiders, ensuring participants feel valued, supported, and connected. Gather feedback from program members and continuously improve the Insider experience. Track program participation, contributions, engagement, and outcomes to understand and communicate the impact of the program. Digital Communities: Discord & Reddit Own the strategy, day-to-day engagement, and overall community experience across Tailscale's Discord and Reddit communities, fostering welcoming, active, and inclusive spaces. Develop and execute engagement initiatives, including community events, AMAs, discussions, and member spotlights that encourage participation and connection. Partner with teams across Tailscale to bring staff into community conversations and create opportunities for meaningful engagement. Partner with Product, Marketing, and Developer Relations to plan and lead Discord and Reddit engagement around product launches, announcements, and key company initiatives. Own day-to-day community moderation, including enforcing guidelines, managing moderation tools and bots, coordinating volunteer moderators, and escalating sensitive issues to appropriate internal teams. Identify opportunities to improve community engagement, structures, and experiences based on member feedback and participation. Recognize and celebrate active members and contributors, creating opportunities for deeper involvement and advocacy. Monitor community conversations, feedback, and engagement metrics to identify emerging themes, share actionable insights with internal teams, and inform community strategy, product decisions, and program improvements. Community Projects Own the strategy, operations, and continued growth of Tailscale's Community Projects program, recognizing and amplifying projects built by our community. Develop and maintain a clear, repeatable process for discovering, submitting, reviewing, tracking, and showcasing community projects. Build relationships with project creators, understanding what they've built, their motivations, and how Tailscale can support and recognize their work. Partner with Developer Relations, Marketing, Product, and Engineering to identify opportunities to turn community projects into technical content, demos, documentation, social content, and community showcases. Create opportunities for project creators to share their work through community events, presentations, blog posts, videos, and other channels. Identify projects that demonstrate creative or emerging uses of Tailscale and help surface those examples to relevant internal teams. Develop thoughtful ways to recognize and reward contributors, ensuring builders receive visibility and credit for their work. Track program activity, project contributions, and outcomes to help demonstrate how community projects support advocacy, learning, and broader awareness of Tailscale as a platform. What We Are Looking For 3–5+ years of experience in community management, advocacy, community programs, developer communities, or related roles. Experience owning and growing community programs, including developing initiatives, coordinating stakeholders, and driving engagement. Proven ability to build meaningful relationships with community members, advocates, contributors, and internal teams. Experience managing and moderating online communities, including community guidelines, moderation tools, and maintaining healthy, inclusive environments. Strong written and verbal communication skills, with the ability to engage authentically and collaborate across teams. Excellent organizational and program management skills, with the ability to manage multiple priorities, work independently, and navigate ambiguity. Strong understanding of community engagement and advocacy, with the ability to identify opportunities, recognize contributors, and turn feedback into meaningful improvements. Genuine curiosity about technology and an eagerness to learn about Tailscale's products and community. Nice to Have Experience managing advocacy, ambassador, champion, or contributor recognition programs. Hands-on experience managing Discord, Reddit, or similar community platforms, including moderation bots and automation tools. Experience working with developers, open source, infrastructure, networking, security, or other technology-focused communities. Familiarity with community engagement and intelligence tools such as Common Room. Experience developing community programming such as AMAs, virtual events, member spotlights, and recurring engagement initiatives. Experience identifying and amplifying community stories, projects, or contributor achievements. Experience collaborating with Product, Developer Relations, Engineering, Marketing, or Support teams. Willingness and ability to travel occasionally to support community events, meetups, and other initiatives. As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. US Pay Range $144,000 — $177,000 USD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role The Community Programs team creates the spaces, programs, and opportunities that help our community thrive. We're looking for a Community Engagement and Advocacy Manager to help us strengthen relationships with the people who use, build with, and advocate for Tailscale. In this role, you'll own and grow three important areas of our community: the Tailscale Insiders advocacy program, our digital communities, specifically Discord and Reddit, and our Community Projects program. You'll focus on creating meaningful opportunities for community members to connect, contribute, share their expertise, and be recognized for the work they do. Whether that's helping an Insider find their next speaking opportunity, bringing Tailscale staff into conversations on Discord, or showcasing an exciting community-built project, you'll help turn community participation into lasting relationships and advocacy. You'll work closely with teams across Tailscale, including Developer Relations, Product, Engineering, Marketing, and Support, to connect community members with the right people, resources, and opportunities. We're looking for someone who genuinely enjoys working with people, understands what makes communities thrive, and can turn ideas into thoughtful, well-run programs. You don't need to be deeply technical, but you should be curious about technology and excited to learn from the people building with it. Key Responsibilities Insiders Advocacy Program Own the strategy, day-to-day operations, engagement, and ongoing growth of the Tailscale Insiders advocacy program. Build and maintain meaningful relationships with Insiders, understanding their interests, expertise, motivations, and how they want to participate in the Tailscale community. Develop recurring engagement opportunities that help Insiders connect with one another and with teams across Tailscale. Identify opportunities for Insiders to contribute through speaking engagements, technical content, community events, product feedback, testing, and other initiatives. Partner with internal teams to create clear pathways for Insiders to participate in company initiatives, ensuring opportunities are relevant and mutually beneficial. Identify and nurture emerging advocates across the Tailscale community, creating pathways for deeper participation and potential involvement in the Insiders program. Own the recruitment, onboarding, recognition, and ongoing engagement of Insiders, ensuring participants feel valued, supported, and connected. Gather feedback from program members and continuously improve the Insider experience. Track program participation, contributions, engagement, and outcomes to understand and communicate the impact of the program. Digital Communities: Discord & Reddit Own the strategy, day-to-day engagement, and overall community experience across Tailscale's Discord and Reddit communities, fostering welcoming, active, and inclusive spaces. Develop and execute engagement initiatives, including community events, AMAs, discussions, and member spotlights that encourage participation and connection. Partner with teams across Tailscale to bring staff into community conversations and create opportunities for meaningful engagement. Partner with Product, Marketing, and Developer Relations to plan and lead Discord and Reddit engagement around product launches, announcements, and key company initiatives. Own day-to-day community moderation, including enforcing guidelines, managing moderation tools and bots, coordinating volunteer moderators, and escalating sensitive issues to appropriate internal teams. Identify opportunities to improve community engagement, structures, and experiences based on member feedback and participation. Recognize and celebrate active members and contributors, creating opportunities for deeper involvement and advocacy. Monitor community conversations, feedback, and engagement metrics to identify emerging themes, share actionable insights with internal teams, and inform community strategy, product decisions, and program improvements. Community Projects Own the strategy, operations, and continued growth of Tailscale's Community Projects program, recognizing and amplifying projects built by our community. Develop and maintain a clear, repeatable process for discovering, submitting, reviewing, tracking, and showcasing community projects. Build relationships with project creators, understanding what they've built, their motivations, and how Tailscale can support and recognize their work. Partner with Developer Relations, Marketing, Product, and Engineering to identify opportunities to turn community projects into technical content, demos, documentation, social content, and community showcases. Create opportunities for project creators to share their work through community events, presentations, blog posts, videos, and other channels. Identify projects that demonstrate creative or emerging uses of Tailscale and help surface those examples to relevant internal teams. Develop thoughtful ways to recognize and reward contributors, ensuring builders receive visibility and credit for their work. Track program activity, project contributions, and outcomes to help demonstrate how community projects support advocacy, learning, and broader awareness of Tailscale as a platform. What We Are Looking For 3–5+ years of experience in community management, advocacy, community programs, developer communities, or related roles. Experience owning and growing community programs, including developing initiatives, coordinating stakeholders, and driving engagement. Proven ability to build meaningful relationships with community members, advocates, contributors, and internal teams. Experience managing and moderating online communities, including community guidelines, moderation tools, and maintaining healthy, inclusive environments. Strong written and verbal communication skills, with the ability to engage authentically and collaborate across teams. Excellent organizational and program management skills, with the ability to manage multiple priorities, work independently, and navigate ambiguity. Strong understanding of community engagement and advocacy, with the ability to identify opportunities, recognize contributors, and turn feedback into meaningful improvements. Genuine curiosity about technology and an eagerness to learn about Tailscale's products and community. Nice to Have Experience managing advocacy, ambassador, champion, or contributor recognition programs. Hands-on experience managing Discord, Reddit, or similar community platforms, including moderation bots and automation tools. Experience working with developers, open source, infrastructure, networking, security, or other technology-focused communities. Familiarity with community engagement and intelligence tools such as Common Room. Experience developing community programming such as AMAs, virtual events, member spotlights, and recurring engagement initiatives. Experience identifying and amplifying community stories, projects, or contributor achievements. Experience collaborating with Product, Developer Relations, Engineering, Marketing, or Support teams. Willingness and ability to travel occasionally to support community events, meetups, and other initiatives. As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. CAN Pay Range $192,960 — $237,180 CAD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Seattle; Canada; New York; California Workplace: Remote WHO ARE WE? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! WHY THIS TEAM? Internal Infrastructure builds the infrastructure and tools used to train, evaluate, and serve Cohere's foundation models. You will work with AI researchers and ML engineers on stability, scalability, and observability. The work accelerates the models behind Cohere's platform, North. You will run the shared Kubernetes fleets those workloads land on: multi-cloud GPU and TPU clusters, node health, performance, and the partnership with cloud providers and hardware vendors. The role includes a compensated 24x7 on-call rotation. WHAT YOU WILL DO - Deploy and operate GPU Kubernetes clusters across clouds, and bring up new hardware generations and providers. - Work with cloud providers and hardware partners on reliability, performance, and cost, including RDMA and high-speed interconnects. - Automate node, GPU, and fabric fault detection and remediation so most faults are fixed without a human. - Improve fleet utilization, track cost, and cut the time it takes to get a faulty node back into service. - Troubleshoot production failures and performance problems, and leave the system easier to operate than you found it. We hire at more than one level. We set level based on the scope you've owned and how independently you drive work. YOU MAY BE A GOOD FIT IF YOU HAVE - Run GPU Kubernetes clusters with thousands of GPUs for ML or HPC workloads. - Debugged Linux, networking, and performance problems. Familiarity with RDMA, NCCL, or accelerator health is a plus. - Written software in Python or Go. You would rather extend a solid open-source project than rebuild it. - Worked with researchers, ML engineers, or another team whose goals were not identical to yours. - Found a bottleneck, proposed a fix, and driven it in a fast-moving environment. If this does not line up exactly with your experience, we still encourage you to apply. FULL-TIME EMPLOYEES AT COHERE ENJOY THESE PERKS: - A weekly lunch stipend of $75/£75 or equivalent in your local currency for lunch. - Full health and dental benefits, including a separate budget for mental health. - RRSP matching, 401K, Pension Scheme. - 100% Parental Leave top-up for up to 6 months, for either parent. - Annual enrichment benefits: Arts & culture, fitness/wellness, quality time, and a workspace improvement credit. Education & learning stipend for conferences, courses, and coaching. - 6 weeks of paid vacation (30 working days!) - Budget for traveling to other offices if you are remote, plus an annual company offsite. HOW AND WHERE WE WORK: - Cohere is remote-friendly, but we also have offices in Toronto, London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul with more opening soon. - For those in the office: a daily lunch program, plenty of snacks, and regular community and social events. - For those not near an office: a co-working benefit so you can work alongside others in your city. - Everyone receives a $500 home office stipend to set up your workspace properly. If any of the above doesn’t line up exactly with your experience, we still encourage you to apply. We strive to create an inclusive work environment for all; we welcome applicants from all backgrounds and are committed to providing equal opportunities. Should you require any accommodations during the recruitment process, please submit an Accommodations Request Form https://docs.google.com/forms/d/12a6IrLdF3kI2nonKSr4tiFuz18rLQbaeYV-JM9L4o9Q/edit, and we will work together to meet your needs. We may use AI-enabled tools to screen and assess applicants against the criteria for this position. This helps our recruiters identify potentially qualified candidates, but it doesn't limit the applications our recruiters may review or consider. Beware of Scams: Cohere will never ask for payment or third-party services (e.g., CV writing) as part of our hiring process. All legitimate roles are listed on the Cohere careers page and LinkedIn only, with all communications from Cohere employees coming from an @cohere.com or @cw.cohere email alias. If jobs are viewed on other sites then please verify these through our official careers https://cohere.com/careers page.

Location: Remote (United States) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We are seeking a Product Manager to own Tailscale's Identity ecosystem — the bridge between our "Zero Trust" networking philosophy and the existing identity infrastructure our customers already rely on. Identity is the foundation of access control in Tailscale; if a user cannot authenticate or authorize correctly, the network cannot be secure. In this role, you will bridge the gap between complex security protocols (OIDC, SAML, SCIM) and a seamless, "it just works" user experience. The Identity portfolio covers the end-to-end lifecycle of a user and device within the tailnet: Authentication: Integrating with external Identity Providers (IdPs) so users can log in using the credentials they already have (Okta, Azure AD, Google Workspace, etc.). Authorization: Defining how roles, groups, and attributes translate into granular network access policies. Lifecycle Management: Automating the onboarding, offboarding, and synchronization (SCIM) of users and devices as they change roles or leave organizations. These capabilities are where Tailscale meets the customer's existing security stack. Nearly every enterprise deployment begins with an identity integration, grows through complex multi-IdP setups, and increasingly depends on automated lifecycle management for production security. Key Responsibilities Own the vision, strategy, and roadmap for Tailscale's Identity portfolio: workload and agent identity, SSO integrations, Directory Sync (SCIM), access controls and policy, user management. Own the operator experience for admins: How IT and security teams configure identity providers, audit authentication events, and manage user, workload, and agent access policies at scale, across the admin console, API, and clients. Build a best-in-class authentication experience for end-users: Save our users time and money by making every auth flow fast, secure, and intuitive. Partner closely across engineering, product, and design org to ensure Tailscale’s identity service meets the needs of the broader organization and integrates tightly with other platform components. Build systematic customer insight across the full spread of Tailscale users, from a homelab operator exposing a media server through Funnel to a regulated enterprise routing traffic across multi-region datacenters. Turn customer signal, support patterns, cross-product requests, and competitive dynamics into roadmap priorities What We Are Looking For 4–7 years in product management, with direct ownership of an identity product or platform. Strong technical fluency in identity protocols: Comfortable engaging engineers as a peer on OIDC, SAML, SCIM, WebAuthn, and OAuth flows. Experience shipping products for developer or security-focused audiences: You understand the friction points of modern IAM and know how to build tools that admins and developers actually enjoy using. Demonstrated ability to own a product area end to end: Strategy, roadmap, execution, and the customer relationships that keep you honest. Operational mindset: You understand that for an identity product, downtime or misconfiguration isn't just a bug—it’s a security event. Nice to Have Hands-on experience with Tailscale at work or home. Background working with specific Identity Providers (Okta, Azure Entra ID/Active Directory, Google Workspace) or Identity-Aware Proxy (IAP) architectures. Experience with cloud-native identity concepts: service mesh, workload identity federation Public technical writing, conference talks, or open-source contributions in the security or identity space. As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. US Pay Range $177,000 — $221,000 USD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We are seeking a Product Manager to own Tailscale's Identity ecosystem — the bridge between our "Zero Trust" networking philosophy and the existing identity infrastructure our customers already rely on. Identity is the foundation of access control in Tailscale; if a user cannot authenticate or authorize correctly, the network cannot be secure. In this role, you will bridge the gap between complex security protocols (OIDC, SAML, SCIM) and a seamless, "it just works" user experience. The Identity portfolio covers the end-to-end lifecycle of a user and device within the tailnet: Authentication: Integrating with external Identity Providers (IdPs) so users can log in using the credentials they already have (Okta, Azure AD, Google Workspace, etc.). Authorization: Defining how roles, groups, and attributes translate into granular network access policies. Lifecycle Management: Automating the onboarding, offboarding, and synchronization (SCIM) of users and devices as they change roles or leave organizations. These capabilities are where Tailscale meets the customer's existing security stack. Nearly every enterprise deployment begins with an identity integration, grows through complex multi-IdP setups, and increasingly depends on automated lifecycle management for production security. Key Responsibilities Own the vision, strategy, and roadmap for Tailscale's Identity portfolio: workload and agent identity, SSO integrations, Directory Sync (SCIM), access controls and policy, user management. Own the operator experience for admins: How IT and security teams configure identity providers, audit authentication events, and manage user, workload, and agent access policies at scale, across the admin console, API, and clients. Build a best-in-class authentication experience for end-users: Save our users time and money by making every auth flow fast, secure, and intuitive. Partner closely across engineering, product, and design org to ensure Tailscale’s identity service meets the needs of the broader organization and integrates tightly with other platform components. Build systematic customer insight across the full spread of Tailscale users, from a homelab operator exposing a media server through Funnel to a regulated enterprise routing traffic across multi-region datacenters. Turn customer signal, support patterns, cross-product requests, and competitive dynamics into roadmap priorities What We Are Looking For 4–7 years in product management, with direct ownership of an identity product or platform. Strong technical fluency in identity protocols: Comfortable engaging engineers as a peer on OIDC, SAML, SCIM, WebAuthn, and OAuth flows. Experience shipping products for developer or security-focused audiences: You understand the friction points of modern IAM and know how to build tools that admins and developers actually enjoy using. Demonstrated ability to own a product area end to end: Strategy, roadmap, execution, and the customer relationships that keep you honest. Operational mindset: You understand that for an identity product, downtime or misconfiguration isn't just a bug—it’s a security event. Nice to Have Hands-on experience with Tailscale at work or home. Background working with specific Identity Providers (Okta, Azure Entra ID/Active Directory, Google Workspace) or Identity-Aware Proxy (IAP) architectures. Experience with cloud-native identity concepts: service mesh, workload identity federation Public technical writing, conference talks, or open-source contributions in the security or identity space. As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. CAN Pay Range $237,180 — $296,140 CAD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Remote (United States) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We are seeking a Product Manager to own Tailscale's networking features — the layer that decides how traffic finds its destination by name on top of Tailscale’s seamless mesh connectivity solution. Concretely, you will own four feature sets: App Connectors , DNS , Funnel , and Tailscale Serve & Services . A tailnet gives every device an identity and an address. Networking features are what turn addresses into something a person, a script, or an AI agent can actually use — a name, a service, an app, a URL. App Connectors route traffic to specific SaaS and private applications by name, so access follows the app rather than the IP. DNS — MagicDNS, split DNS, custom name servers, search domains Tailscale Serve & Services make a workload — not a machine — the unit of connectivity and access: addressable, load-balanced, and durable across the instances behind it. This is the wedge that lets customers replace a service registry, and eventually much of what they use a service mesh for, with Tailscale. Funnel is Tailscale's ingress story: securely exposing a Service running inside the tailnet to the public internet, from a hobbyist sharing a dev server to production webhooks and public endpoints. This is the most user-visible role in Tailscale's Dataplane Platform, and the work is as much product design as it is networking. DNS settings, connector topologies, and service definitions are configured by network engineers and IT admins in the admin console, API, and CLI, and the distance between "magical" and "unusable" is the object model, the defaults, and the error messages. See How Tailscale Works , Tailscale Funnel , and Four ways to Tailscale a service to learn more. Key Responsibilities Own the vision, strategy, and roadmap for Tailscale's networking features: App Connectors, DNS, Funnel, and Tailscale Services Own the operator experience across these surfaces: how network engineers and IT admins configure, segment, monitor, and troubleshoot them at scale, in both the admin console and the CLI Partner with GTM, Customer Success, and Solutions Engineering on production commitments and strategic deals, and champion the migration path from reverse proxies, bastion hosts, cloud ingress, and service meshes to Tailscale Build systematic customer insight across the full spread of Tailscale users, from a homelab operator exposing a media server through Funnel to a large enterprise replacing its service registry What We Are Looking For 7+ years in product management, including direct ownership of an application-layer connectivity product: reverse proxies, ingress controllers or gateways, API gateways, service mesh or service registry, DNS and traffic management, secure tunneling and exposure products, or identity-aware proxy connectors A track record of turning a complex networking system into a legible product surface: you can point to an object model, a set of defaults, or a configuration experience you designed and explain why it was right End-to-end ownership of a product area: strategy, requirements, launch (docs, enablement, rollout), and the iteration after launch Evidence of data-informed decisions — metrics you defined, instrumentation you pushed for, and at least one time the data changed your mind Nice To Have Experience with Product Led Growth and how to balance that with enterprise buying motions Kubernetes networking: ingress, Gateway API, operators, or service exposure patterns Hands-on experience with secure tunneling and exposure products (ngrok, Cloudflare Tunnel, Cloudflare Access, Teleport, Zscaler Private Access) as a builder or a heavy user Abuse prevention, rate limiting, or trust and safety work on a publicly exposed service Familiarity with VPN and tunneling protocols (WireGuard, IPsec), BGP, cloud VPC peering, or PrivateLink-style private connectivity Public technical writing, conference talks, or open-source contributions in networking Hands-on experience with Tailscale at work or at home As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. US Pay Range $177,000 — $221,000 USD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We are seeking a Product Manager to own Tailscale's networking features — the layer that decides how traffic finds its destination by name on top of Tailscale’s seamless mesh connectivity solution. Concretely, you will own four feature sets: App Connectors , DNS , Funnel , and Tailscale Serve & Services . A tailnet gives every device an identity and an address. Networking features are what turn addresses into something a person, a script, or an AI agent can actually use — a name, a service, an app, a URL. App Connectors route traffic to specific SaaS and private applications by name, so access follows the app rather than the IP. DNS — MagicDNS, split DNS, custom name servers, search domains Tailscale Serve & Services make a workload — not a machine — the unit of connectivity and access: addressable, load-balanced, and durable across the instances behind it. This is the wedge that lets customers replace a service registry, and eventually much of what they use a service mesh for, with Tailscale. Funnel is Tailscale's ingress story: securely exposing a Service running inside the tailnet to the public internet, from a hobbyist sharing a dev server to production webhooks and public endpoints. This is the most user-visible role in Tailscale's Dataplane Platform, and the work is as much product design as it is networking. DNS settings, connector topologies, and service definitions are configured by network engineers and IT admins in the admin console, API, and CLI, and the distance between "magical" and "unusable" is the object model, the defaults, and the error messages. See How Tailscale Works , Tailscale Funnel , and Four ways to Tailscale a service to learn more. Key Responsibilities Own the vision, strategy, and roadmap for Tailscale's networking features: App Connectors, DNS, Funnel, and Tailscale Services Own the operator experience across these surfaces: how network engineers and IT admins configure, segment, monitor, and troubleshoot them at scale, in both the admin console and the CLI Partner with GTM, Customer Success, and Solutions Engineering on production commitments and strategic deals, and champion the migration path from reverse proxies, bastion hosts, cloud ingress, and service meshes to Tailscale Build systematic customer insight across the full spread of Tailscale users, from a homelab operator exposing a media server through Funnel to a large enterprise replacing its service registry What We Are Looking For 7+ years in product management, including direct ownership of an application-layer connectivity product: reverse proxies, ingress controllers or gateways, API gateways, service mesh or service registry, DNS and traffic management, secure tunneling and exposure products, or identity-aware proxy connectors A track record of turning a complex networking system into a legible product surface: you can point to an object model, a set of defaults, or a configuration experience you designed and explain why it was right End-to-end ownership of a product area: strategy, requirements, launch (docs, enablement, rollout), and the iteration after launch Evidence of data-informed decisions — metrics you defined, instrumentation you pushed for, and at least one time the data changed your mind Nice To Have Experience with Product Led Growth and how to balance that with enterprise buying motions Kubernetes networking: ingress, Gateway API, operators, or service exposure patterns Hands-on experience with secure tunneling and exposure products (ngrok, Cloudflare Tunnel, Cloudflare Access, Teleport, Zscaler Private Access) as a builder or a heavy user Abuse prevention, rate limiting, or trust and safety work on a publicly exposed service Familiarity with VPN and tunneling protocols (WireGuard, IPsec), BGP, cloud VPC peering, or PrivateLink-style private connectivity Public technical writing, conference talks, or open-source contributions in networking Hands-on experience with Tailscale at work or at home As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. CAN Pay Range $237,180 — $296,140 CAD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: India; Australia; Japan; Singapore; Philippines; New Zealand About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Systems Architect or Chief Systems Architect to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is intended for senior engineering professionals with proven experience defining system architectures, managing technical interfaces, and leading multidisciplinary engineering teams. You will use your expertise to design realistic engineering scenarios, translate project objectives into structured system architectures, coordinate contributions from different technical specialists, and establish clear evaluation criteria. The ideal candidate understands how complex systems are structured across mechanical, electrical, hardware, software, and manufacturing disciplines, and can identify dependencies, constraints, and engineering trade-offs throughout the system lifecycle. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Systems architecture, multidisciplinary engineering, interface management, technical trade studies, and system integration. Key Responsibilities Design realistic engineering projects that require architectural decisions across multiple technical disciplines, including mechanical, electrical, hardware, software, and manufacturing. Translate high-level project objectives into detailed system architectures with clearly defined boundaries, subsystem responsibilities, interfaces, and technical constraints. Break complex architectural challenges into interconnected tasks with defined inputs, deliverables, dependencies, and expert responsibilities. Define system-level requirements and ensure alignment between subsystem specifications and overall project objectives. Evaluate architectural alternatives and conduct technical trade studies to assess feasibility, performance, cost, reliability, and other engineering considerations. Establish and document interfaces and dependencies between subsystems and engineering disciplines. Define technical objectives, acceptance criteria, and evaluation frameworks for assessing architectural solutions. Apply systems engineering principles to identify integration risks, technical conflicts, and architectural gaps. Review system architectures and assess whether proposed solutions meet functional and operational requirements. Ensure project scenarios reflect realistic engineering practices and industry standards. Requirements Substantial professional experience as a Systems Architect, Chief Systems Architect, or in a comparable technical leadership role. Proven experience owning the architecture of complex engineering systems. Demonstrated ability to lead and coordinate multidisciplinary technical teams. Strong expertise in system architecture design, technical trade studies, and interface management. Experience conducting architecture reviews and evaluating system-level design decisions. Ability to translate complex project objectives into structured architectures, technical requirements, and measurable evaluation criteria. Understanding of subsystem dependencies, system boundaries, integration challenges, and engineering constraints. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: United States; Canada; Mexico; Costa Rica; Panama; Guatemala About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Systems Architect or Chief Systems Architect to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is intended for senior engineering professionals with proven experience defining system architectures, managing technical interfaces, and leading multidisciplinary engineering teams. You will use your expertise to design realistic engineering scenarios, translate project objectives into structured system architectures, coordinate contributions from different technical specialists, and establish clear evaluation criteria. The ideal candidate understands how complex systems are structured across mechanical, electrical, hardware, software, and manufacturing disciplines, and can identify dependencies, constraints, and engineering trade-offs throughout the system lifecycle. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Systems architecture, multidisciplinary engineering, interface management, technical trade studies, and system integration. Key Responsibilities Design realistic engineering projects that require architectural decisions across multiple technical disciplines, including mechanical, electrical, hardware, software, and manufacturing. Translate high-level project objectives into detailed system architectures with clearly defined boundaries, subsystem responsibilities, interfaces, and technical constraints. Break complex architectural challenges into interconnected tasks with defined inputs, deliverables, dependencies, and expert responsibilities. Define system-level requirements and ensure alignment between subsystem specifications and overall project objectives. Evaluate architectural alternatives and conduct technical trade studies to assess feasibility, performance, cost, reliability, and other engineering considerations. Establish and document interfaces and dependencies between subsystems and engineering disciplines. Define technical objectives, acceptance criteria, and evaluation frameworks for assessing architectural solutions. Apply systems engineering principles to identify integration risks, technical conflicts, and architectural gaps. Review system architectures and assess whether proposed solutions meet functional and operational requirements. Ensure project scenarios reflect realistic engineering practices and industry standards. Requirements Substantial professional experience as a Systems Architect, Chief Systems Architect, or in a comparable technical leadership role. Proven experience owning the architecture of complex engineering systems. Demonstrated ability to lead and coordinate multidisciplinary technical teams. Strong expertise in system architecture design, technical trade studies, and interface management. Experience conducting architecture reviews and evaluating system-level design decisions. Ability to translate complex project objectives into structured architectures, technical requirements, and measurable evaluation criteria. Understanding of subsystem dependencies, system boundaries, integration challenges, and engineering constraints. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: Brazil; Argentina; Colombia; Chile; Peru; Uruguay About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Systems Architect or Chief Systems Architect to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is intended for senior engineering professionals with proven experience defining system architectures, managing technical interfaces, and leading multidisciplinary engineering teams. You will use your expertise to design realistic engineering scenarios, translate project objectives into structured system architectures, coordinate contributions from different technical specialists, and establish clear evaluation criteria. The ideal candidate understands how complex systems are structured across mechanical, electrical, hardware, software, and manufacturing disciplines, and can identify dependencies, constraints, and engineering trade-offs throughout the system lifecycle. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Systems architecture, multidisciplinary engineering, interface management, technical trade studies, and system integration. Key Responsibilities Design realistic engineering projects that require architectural decisions across multiple technical disciplines, including mechanical, electrical, hardware, software, and manufacturing. Translate high-level project objectives into detailed system architectures with clearly defined boundaries, subsystem responsibilities, interfaces, and technical constraints. Break complex architectural challenges into interconnected tasks with defined inputs, deliverables, dependencies, and expert responsibilities. Define system-level requirements and ensure alignment between subsystem specifications and overall project objectives. Evaluate architectural alternatives and conduct technical trade studies to assess feasibility, performance, cost, reliability, and other engineering considerations. Establish and document interfaces and dependencies between subsystems and engineering disciplines. Define technical objectives, acceptance criteria, and evaluation frameworks for assessing architectural solutions. Apply systems engineering principles to identify integration risks, technical conflicts, and architectural gaps. Review system architectures and assess whether proposed solutions meet functional and operational requirements. Ensure project scenarios reflect realistic engineering practices and industry standards. Requirements Substantial professional experience as a Systems Architect, Chief Systems Architect, or in a comparable technical leadership role. Proven experience owning the architecture of complex engineering systems. Demonstrated ability to lead and coordinate multidisciplinary technical teams. Strong expertise in system architecture design, technical trade studies, and interface management. Experience conducting architecture reviews and evaluating system-level design decisions. Ability to translate complex project objectives into structured architectures, technical requirements, and measurable evaluation criteria. Understanding of subsystem dependencies, system boundaries, integration challenges, and engineering constraints. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: United Kingdom; Germany; Poland; South Africa; United Arab Emirates; Egypt About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Systems Architect or Chief Systems Architect to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is intended for senior engineering professionals with proven experience defining system architectures, managing technical interfaces, and leading multidisciplinary engineering teams. You will use your expertise to design realistic engineering scenarios, translate project objectives into structured system architectures, coordinate contributions from different technical specialists, and establish clear evaluation criteria. The ideal candidate understands how complex systems are structured across mechanical, electrical, hardware, software, and manufacturing disciplines, and can identify dependencies, constraints, and engineering trade-offs throughout the system lifecycle. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Systems architecture, multidisciplinary engineering, interface management, technical trade studies, and system integration. Key Responsibilities Design realistic engineering projects that require architectural decisions across multiple technical disciplines, including mechanical, electrical, hardware, software, and manufacturing. Translate high-level project objectives into detailed system architectures with clearly defined boundaries, subsystem responsibilities, interfaces, and technical constraints. Break complex architectural challenges into interconnected tasks with defined inputs, deliverables, dependencies, and expert responsibilities. Define system-level requirements and ensure alignment between subsystem specifications and overall project objectives. Evaluate architectural alternatives and conduct technical trade studies to assess feasibility, performance, cost, reliability, and other engineering considerations. Establish and document interfaces and dependencies between subsystems and engineering disciplines. Define technical objectives, acceptance criteria, and evaluation frameworks for assessing architectural solutions. Apply systems engineering principles to identify integration risks, technical conflicts, and architectural gaps. Review system architectures and assess whether proposed solutions meet functional and operational requirements. Ensure project scenarios reflect realistic engineering practices and industry standards. Requirements Substantial professional experience as a Systems Architect, Chief Systems Architect, or in a comparable technical leadership role. Proven experience owning the architecture of complex engineering systems. Demonstrated ability to lead and coordinate multidisciplinary technical teams. Strong expertise in system architecture design, technical trade studies, and interface management. Experience conducting architecture reviews and evaluating system-level design decisions. Ability to translate complex project objectives into structured architectures, technical requirements, and measurable evaluation criteria. Understanding of subsystem dependencies, system boundaries, integration challenges, and engineering constraints. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: United Kingdom; Germany; Poland; South Africa; United Arab Emirates; Egypt About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Chief Engineer or Senior Mechanical Engineer to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is designed for senior engineering professionals with a strong background in mechanical design, multidisciplinary project leadership, engineering analysis, and technical execution. You will use your industry experience to design realistic engineering projects, translate complex objectives into practical technical requirements, coordinate contributions from different engineering disciplines, and establish measurable evaluation criteria. The ideal candidate has experience leading projects from initial concept through design, manufacturing, testing, and delivery, and can break down complex engineering challenges into structured tasks with clear technical expectations. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Mechanical engineering, technical leadership, multidisciplinary project design, engineering analysis, manufacturing, and testing. Key Responsibilities Design realistic engineering projects involving mechanical design, engineering analysis, manufacturing, and testing. Develop project scenarios that reflect practical engineering challenges and industry workflows. Translate high-level project objectives into detailed engineering requirements, operating constraints, and measurable acceptance criteria. Break complex engineering problems into interconnected tasks with clearly defined inputs, outputs, dependencies, and deliverables. Define responsibilities and technical contributions for specialists across multiple engineering disciplines. Establish technical evaluation criteria to assess the quality, feasibility, and completeness of engineering solutions. Apply engineering judgment to assess design decisions, technical trade-offs, and project constraints. Incorporate design verification, manufacturing considerations, testing procedures, and root-cause analysis into project workflows. Ensure that project tasks reflect realistic engineering standards, processes, and professional practices. Requirements Substantial professional experience as a Chief Engineer, Senior Mechanical Engineer, or in a comparable engineering leadership position. Proven experience leading complex engineering projects involving multiple technical disciplines. Strong expertise in mechanical design and engineering analysis. Practical knowledge of Design for Manufacturing and Assembly (DFMA) principles. Experience with technical verification, engineering testing, and root-cause analysis. Ability to translate complex engineering objectives into structured requirements, technical tasks, and measurable acceptance criteria. Experience coordinating technical contributions and managing dependencies across engineering teams. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: Brazil; Argentina; Colombia; Chile; Peru; Uruguay About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Chief Engineer or Senior Mechanical Engineer to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is designed for senior engineering professionals with a strong background in mechanical design, multidisciplinary project leadership, engineering analysis, and technical execution. You will use your industry experience to design realistic engineering projects, translate complex objectives into practical technical requirements, coordinate contributions from different engineering disciplines, and establish measurable evaluation criteria. The ideal candidate has experience leading projects from initial concept through design, manufacturing, testing, and delivery, and can break down complex engineering challenges into structured tasks with clear technical expectations. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Mechanical engineering, technical leadership, multidisciplinary project design, engineering analysis, manufacturing, and testing. Key Responsibilities Design realistic engineering projects involving mechanical design, engineering analysis, manufacturing, and testing. Develop project scenarios that reflect practical engineering challenges and industry workflows. Translate high-level project objectives into detailed engineering requirements, operating constraints, and measurable acceptance criteria. Break complex engineering problems into interconnected tasks with clearly defined inputs, outputs, dependencies, and deliverables. Define responsibilities and technical contributions for specialists across multiple engineering disciplines. Establish technical evaluation criteria to assess the quality, feasibility, and completeness of engineering solutions. Apply engineering judgment to assess design decisions, technical trade-offs, and project constraints. Incorporate design verification, manufacturing considerations, testing procedures, and root-cause analysis into project workflows. Ensure that project tasks reflect realistic engineering standards, processes, and professional practices. Requirements Substantial professional experience as a Chief Engineer, Senior Mechanical Engineer, or in a comparable engineering leadership position. Proven experience leading complex engineering projects involving multiple technical disciplines. Strong expertise in mechanical design and engineering analysis. Practical knowledge of Design for Manufacturing and Assembly (DFMA) principles. Experience with technical verification, engineering testing, and root-cause analysis. Ability to translate complex engineering objectives into structured requirements, technical tasks, and measurable acceptance criteria. Experience coordinating technical contributions and managing dependencies across engineering teams. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: United States; Canada; Mexico; Costa Rica; Panama; Guatemala About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Chief Engineer or Senior Mechanical Engineer to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is designed for senior engineering professionals with a strong background in mechanical design, multidisciplinary project leadership, engineering analysis, and technical execution. You will use your industry experience to design realistic engineering projects, translate complex objectives into practical technical requirements, coordinate contributions from different engineering disciplines, and establish measurable evaluation criteria. The ideal candidate has experience leading projects from initial concept through design, manufacturing, testing, and delivery, and can break down complex engineering challenges into structured tasks with clear technical expectations. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Mechanical engineering, technical leadership, multidisciplinary project design, engineering analysis, manufacturing, and testing. Key Responsibilities Design realistic engineering projects involving mechanical design, engineering analysis, manufacturing, and testing. Develop project scenarios that reflect practical engineering challenges and industry workflows. Translate high-level project objectives into detailed engineering requirements, operating constraints, and measurable acceptance criteria. Break complex engineering problems into interconnected tasks with clearly defined inputs, outputs, dependencies, and deliverables. Define responsibilities and technical contributions for specialists across multiple engineering disciplines. Establish technical evaluation criteria to assess the quality, feasibility, and completeness of engineering solutions. Apply engineering judgment to assess design decisions, technical trade-offs, and project constraints. Incorporate design verification, manufacturing considerations, testing procedures, and root-cause analysis into project workflows. Ensure that project tasks reflect realistic engineering standards, processes, and professional practices. Requirements Substantial professional experience as a Chief Engineer, Senior Mechanical Engineer, or in a comparable engineering leadership position. Proven experience leading complex engineering projects involving multiple technical disciplines. Strong expertise in mechanical design and engineering analysis. Practical knowledge of Design for Manufacturing and Assembly (DFMA) principles. Experience with technical verification, engineering testing, and root-cause analysis. Ability to translate complex engineering objectives into structured requirements, technical tasks, and measurable acceptance criteria. Experience coordinating technical contributions and managing dependencies across engineering teams. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: India; Australia; Japan; Singapore; Philippines; New Zealand About Gramian Gramian Consultancy is a boutique consultancy specializing in IT professional services and engineering talent solutions. With a strong background in software engineering and leadership, we help companies build high-performing teams by matching them with professionals who truly fit their needs. About the Job We are seeking an experienced Chief Engineer or Senior Mechanical Engineer to contribute to a specialized AI training project focused on complex, real-world engineering workflows. This role is designed for senior engineering professionals with a strong background in mechanical design, multidisciplinary project leadership, engineering analysis, and technical execution. You will use your industry experience to design realistic engineering projects, translate complex objectives into practical technical requirements, coordinate contributions from different engineering disciplines, and establish measurable evaluation criteria. The ideal candidate has experience leading projects from initial concept through design, manufacturing, testing, and delivery, and can break down complex engineering challenges into structured tasks with clear technical expectations. Previous AI experience is not required. CONTRACT: Contractor LOCATION: Remote – US-based candidates preferred; worldwide candidates with strong relevant experience considered. PROJECT: AI training focused on complex engineering workflows. AI EXPERIENCE: Not required. FOCUS AREAS: Mechanical engineering, technical leadership, multidisciplinary project design, engineering analysis, manufacturing, and testing. Key Responsibilities Design realistic engineering projects involving mechanical design, engineering analysis, manufacturing, and testing. Develop project scenarios that reflect practical engineering challenges and industry workflows. Translate high-level project objectives into detailed engineering requirements, operating constraints, and measurable acceptance criteria. Break complex engineering problems into interconnected tasks with clearly defined inputs, outputs, dependencies, and deliverables. Define responsibilities and technical contributions for specialists across multiple engineering disciplines. Establish technical evaluation criteria to assess the quality, feasibility, and completeness of engineering solutions. Apply engineering judgment to assess design decisions, technical trade-offs, and project constraints. Incorporate design verification, manufacturing considerations, testing procedures, and root-cause analysis into project workflows. Ensure that project tasks reflect realistic engineering standards, processes, and professional practices. Requirements Substantial professional experience as a Chief Engineer, Senior Mechanical Engineer, or in a comparable engineering leadership position. Proven experience leading complex engineering projects involving multiple technical disciplines. Strong expertise in mechanical design and engineering analysis. Practical knowledge of Design for Manufacturing and Assembly (DFMA) principles. Experience with technical verification, engineering testing, and root-cause analysis. Ability to translate complex engineering objectives into structured requirements, technical tasks, and measurable acceptance criteria. Experience coordinating technical contributions and managing dependencies across engineering teams. English proficiency at B2 level or higher. Strong analytical, organizational, and technical communication skills.

Location: Remote (United States) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We’re looking for a Release Manager to own how Tailscale ships our product, both internally and to customers. You’ll build and run our release coordination process and create the operational practices that coordinate product and engineering. You’ll work closely with engineering leads, product managers, TPMs and support. At first you’ll focus on building release management from the ground up: setting the release cadence, defining roles, building tooling, and agreeing on norms with the teams involved in releases. Later, it will grow into creating processes around other parts of how product and engineering collaborate, like operational metrics. You should understand how software gets shipped, including branching strategies, build pipelines, feature flags, and rollout mechanics. Your technical aptitude will allow you to design release processes that engineers trust and use. Tailscale moves fast and your processes should help us maintain our speed. When a process works well, it is nearly invisible - it keeps the right people informed, stays out of engineers’ way, and gives the team a plan. Key Responsibilities Design, implement, and continuously improve Tailscale’s release management process: including release cadence, readiness criteria, rollout coordination, and go/no-go decisions Build and maintain the tooling, templates, runbooks, and documentation that make release processes repeatable and low-friction Partner with engineering leads and product managers to surface risk early and drive resolution before it becomes a crisis Define and track operational metrics that reflect the health of our release practices (e.g., release frequency, change failure rate) Keep releases on schedule by facilitating cross-team planning rituals that keep engineering and product coordinated Identify and drive systemic improvements to how we operate, using data and judgment to prioritize what actually matters What We Are Looking For 5+ years in engineering operations, release management, or a closely related role at a software company Direct experience building or significantly improving release management processes Technical fluency: you understand software development deeply enough to have credible conversations with engineers about build systems, deployment pipelines, branching strategies, and production operations Strong instincts for what process is worth having and what’s just overhead, and optimizing process for trust and adoption Comfort with ambiguity and the ability to build structure from scratch Nice to Have Experience with both client and server software release processes Experience at a developer tools, infrastructure, or security-focused SaaS company Familiarity with DORA metrics and how to use them to drive meaningful improvement Experience with feature flag systems, progressive rollouts, or canary deployments as release tools Experience scaling operational practices through periods of rapid team or product growth Hands-on experience with Tailscale at work or home As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. US Pay Range $181,000 — $226,000 USD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We’re looking for a Release Manager to own how Tailscale ships our product, both internally and to customers. You’ll build and run our release coordination process and create the operational practices that coordinate product and engineering. You’ll work closely with engineering leads, product managers, TPMs and support. At first you’ll focus on building release management from the ground up: setting the release cadence, defining roles, building tooling, and agreeing on norms with the teams involved in releases. Later, it will grow into creating processes around other parts of how product and engineering collaborate, like operational metrics. You should understand how software gets shipped, including branching strategies, build pipelines, feature flags, and rollout mechanics. Your technical aptitude will allow you to design release processes that engineers trust and use. Tailscale moves fast and your processes should help us maintain our speed. When a process works well, it is nearly invisible - it keeps the right people informed, stays out of engineers’ way, and gives the team a plan. Key Responsibilities Design, implement, and continuously improve Tailscale’s release management process: including release cadence, readiness criteria, rollout coordination, and go/no-go decisions Build and maintain the tooling, templates, runbooks, and documentation that make release processes repeatable and low-friction Partner with engineering leads and product managers to surface risk early and drive resolution before it becomes a crisis Define and track operational metrics that reflect the health of our release practices (e.g., release frequency, change failure rate) Keep releases on schedule by facilitating cross-team planning rituals that keep engineering and product coordinated Identify and drive systemic improvements to how we operate, using data and judgment to prioritize what actually matters What We Are Looking For 5+ years in engineering operations, release management, or a closely related role at a software company Direct experience building or significantly improving release management processes Technical fluency: you understand software development deeply enough to have credible conversations with engineers about build systems, deployment pipelines, branching strategies, and production operations Strong instincts for what process is worth having and what’s just overhead, and optimizing process for trust and adoption Comfort with ambiguity and the ability to build structure from scratch Nice to Have Experience with both client and server software release processes Experience at a developer tools, infrastructure, or security-focused SaaS company Familiarity with DORA metrics and how to use them to drive meaningful improvement Experience with feature flag systems, progressive rollouts, or canary deployments as release tools Experience scaling operational practices through periods of rapid team or product growth Hands-on experience with Tailscale at work or home As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. CAN Pay Range $242,540 — $302,840 CAD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Location: Remote (United States) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. About the Role We’re seeking a talented and motivated full-time Software Engineering Manager to join our growing team. You will work as part of the engineering team to: Provide guidance, mentorship, and career development for a team of software engineers. Contribute toward the success of our Product organization which includes Engineering, Product Management, and Design. We operate in Pods of 2-4 engineers plus a Product Manager and Designer, and each Engineering Manager handles 2-3 such Pods. Pods work across the codebase to implement features, address shortcomings, and answer customer requests. Provide technical direction in projects as needed, as well as growing the technical leadership capabilities of the engineers reporting to you. Help in growing the organization: interviewing and recruiting, guiding the development of the engineering culture, developing processes as we grow. Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential. Key Responsibilities Experience as a people manager: we are not yet at a size and level of maturity as an engineering org to provide the training and support for someone new in the management role. Achieve significant business outcomes through cross-functional collaboration with product managers, data scientists, and designers Help your team to improve their performance, the quality of their work; make major design decisions Hire, nurture, and oversee a team of engineers while fostering an atmosphere of psychological well-being, embracing diversity and promoting inclusion. Lead a team responsible for managing a critical production service, including operational concerns (monitoring, alerting, on call, etc) Manage healthy conflict by moderating design discussions and cultivating a positive culture of feedback with candor and kindness Collaborate with interdisciplinary teams across the organization to complete complex projects spanning multiple technical domains Drive planning across multiple time horizons, from immediate tactical needs to long-term strategic direction. What We Are Looking For Demonstrated leadership with substantial experience in managing and mentoring Engineering teams, including performance evaluations, career development, and fostering a collaborative work environment Background building and operating production services with high availability and performance targets. Expertise managing on call rotations and incident response A highly technical manager, able to independently evaluate complex technical tradeoffs in design conversations while leaning on experts in the team for design and implementation Experience developing in Go, used for much of the system Ability to give and process constructive feedback, as well as work independently Flexibility to adjust to the dynamic nature of a startup As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. US Pay Range $206,000 — $257,000 USD What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .