Senior Customer Success Engineer

Location: United States (Remote) Workplace: Remote About Teleport Don't wait for the future of infrastructure. Be part of it. Teleport is the AI Infrastructure Identity Company. We're solving one of the hardest problems in security: giving every human, machine, workload, and AI agent a cryptographically secured identity, improving engineering velocity while maintaining security. We make trusted computing simple. This gives you the freedom, power, and autonomy to build and innovate with confidence. Remote-first and globally distributed, we work with companies like Nasdaq, DoorDash, and Elastic to secure infrastructure for an AI world. As a member of the Teleport Customer Solutions Team, you will own the full post-sales lifecycle for a portfolio of strategic customers: implementation, technical support, ongoing business reviews, and identifying expansion opportunities. You will be responsible for implementing, supporting, evangelizing, and expanding Teleport at our top customers, and dedicated to proactively driving adoption so that they achieve the maximum value from all Teleport products and solutions. This is a deeply technical role. Many of our customers run Teleport on Kubernetes, and you will be expected to operate comfortably at the cluster level: designing and deploying Teleport in customer environments, troubleshooting failing workloads, and debugging access, networking, and certificate issues alongside customer engineers. You will work directly with customers to design solution architecture, deploy and configure Teleport hands-on, share implementation best practices, triage and debug technical issues, develop and maintain training programs, evangelize the solution to a wider customer organization, and plan and assist with enterprise-wide rollouts. You will act as a customer champion within Teleport and help prioritize product feedback by working with the Product team. As a Senior Customer Success Engineer, you will be the primary lead for identifying and providing initial triage of technical blockers via shared chat, ticket, and meetings. As our company grows and we launch new offerings, the requirements of this position may shift. You should be comfortable with change and have an interest in continually learning and advancing your skillset. What you’ll bring - Deep, hands-on Kubernetes experience. You have built clusters with kubeadm (not just managed services), configured RBAC and certificate-based user access, and debugged failing workloads, networking, and control-plane issues. CKA certification is strongly preferred; CKAD is a plus. - Experience with cert-manager and TLS certificate management, Helm, and GitOps tooling (ArgoCD or Flux) - Demonstrable experience with the following security principles and technologies: SSH, PKI, 2FA, SSO (SAML, OIDC), and RBAC - Linux administration skills - Hands-on experience with one of the major public cloud providers: AWS, GCP, or Azure (certifications are a plus) - 8+ years of experience in customer-facing software onboarding, software services, solution architecting, or system administration roles - Exceptional hands-on troubleshooting, testing, and debugging skills, with the tenacity to identify and resolve technical issues as they arise - Outstanding soft skills and excellent verbal and written communication - Project management experience and the ability to handle multiple clients simultaneously What you’ll be doing - Design solution architecture for Teleport in customer environments - Deploy and configure Teleport in customer environments, including Kubernetes-based deployments, and communicate implementation best practices to the customer - Act as the point person for technical issues, troubleshooting Kubernetes-based customer environments (cluster, networking, certificate, and access issues) and escalating high-complexity cases to Engineering - Work closely with Sales and Product to identify customer needs tied to tangible upsell and cross-sell opportunities - Plan and deliver Quarterly Business Reviews for customers, drive adoption within the customer organization, and plan and assist with enterprise-wide rollouts of Teleport - Develop, maintain, and deliver customized training, and evangelize the solution to a wider customer organization - Maintain strong working relationships with key client stakeholders and expand those relationships into other parts of the organization - Document each customer’s business goals and challenges to align Teleport with the most value possible - Serve as a subject matter expert on existing and upcoming Teleport solutions for customers and teammates, staying up to date on the latest releases - Collaborate with Sales and Product to provide valuable feedback for product improvement - Support our broader customer base seeking new solutions and best practice recommendations Our interview process Our interview process includes a hands-on technical assessment. You will build a kubeadm Kubernetes cluster, configure RBAC with certificate-based user access, deploy an application, present your design and its tradeoffs, and work through live Kubernetes troubleshooting scenarios. Candidates should be comfortable operating Kubernetes at this level without relying on managed-service abstractions. You are welcome to use AI tools for the take-home portion, with full disclosure of how they were used. Why Teleport You're joining a company where the problem is real, the team is small, and your work shows up directly in the product. We're not a big company, you won't get lost in a crowd. You'll have the freedom and autonomy to do what you're great at, alongside teammates who care about doing it right and want to see you succeed. The work is collaborative, there's real room to grow, and the mission is one worth showing up for. Remote-first and globally distributed, we're genuinely passionate about what we're building. The Benefits At Teleport, we believe your career is more important than a list of perks. That's why we focus on making your day-to-day the best it can be — giving you the autonomy, access, and support to do the best work of your career. - Extensive health coverage - Annual expense budget - Rest and recovery policies that maximize your ability to recharge - Investment in your future with retirement savings plans - Professional development opportunities Teleport is an equal opportunity employer and does not discriminate against any employee or applicant on the basis of age, color, disability, gender, national origin, race, religion, sexual orientation, veteran status, or any classifications protected by federal, state, or local law. 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