Director, Technical Program Management

Location: US Remote; New England; Atlanta; North Carolina; New York; Boston; Florida Workplace: Remote Cyberhaven is building the AI-native data security platform for the agentic enterprise. Our data lineage technology traces the full lifecycle of enterprise data across endpoints, browsers, SaaS, and cloud, and that foundation has made us a market leader in DLP and DSPM. It's also the launch pad for the next generation of products we're bringing to market. We are looking for a Director of Technical Program Management to own end-to-end planning and execution across Cyberhaven's most complex, cross-organizational product initiatives. This role is accountable for release predictability, execution visibility, and operating discipline across the entire engineering organization, not a single team or program, but the system of programs that make up Cyberhaven's roadmap. This is an individual contributor role: influence and impact are driven through expertise, judgment, and cross-functional leadership rather than headcount or direct reports. The person in this role is expected to operate as a peer to engineering leadership, shaping strategy and operating cadence at the organizational level while still being hands-on with the planning, tracking, and execution work itself. This role also serves as the primary architect of engineering leadership's monthly and quarterly business reviews, providing decision support, surfacing risk, and driving follow-through across the company's highest-priority engineering programs. This role goes well beyond traditional program management. It requires deep technical fluency to engage credibly with senior engineering leaders and architects, strong executive presence and organizational judgment to shape leadership priorities, and systems-level thinking to turn fragmented operational signals into the metrics, reporting, and AI-enabled automation that let Cyberhaven scale how it plans, tracks, communicates, and reviews technical work. WHAT YOU'LL DO PROGRAM LEADERSHIP AND EXECUTIVE SUPPORT - Own end-to-end planning, execution, and coordination across Cyberhaven's most complex, multi-team, cross-organizational programs, partnering directly with engineering and product leadership - Set the strategy for how Cyberhaven improves predictability in its release model, including how scope changes, readiness risks, and cross-team dependencies are tracked and escalated - Architect and run the engineering operating cadence, including monthly and quarterly business reviews, by consolidating team updates, preparing leadership readouts, and driving follow-through on action items at the executive level - Partner with engineering leadership to translate company and organizational strategy into clear execution plans, success criteria, reporting standards, and operating mechanisms across the entire engineering org - Define and standardize org-wide success metrics across quality, release health, and velocity, driving greater predictability company-wide while enabling team-specific metrics where needed - Build and own the review cadences, status reporting, leadership readouts, and action follow-up systems used to surface execution risk and intervention needs across all teams and programs - Establish data hygiene and governance standards in systems like Jira and related planning artifacts so that release, ownership, status, and progress signals are reliable at scale - Lead the most ambiguous, highest-priority engineering initiatives that require additional structure, executive visibility, and follow-through, often stepping in where no clear owner exists - Act as a thought partner and mentor to other program managers and engineering leaders, raising the bar on operating discipline, accountability, and reporting consistency across the org, without formal management authority AI-ENABLED AUTOMATION - Set the direction for AI-assisted dashboards and reporting workflows that give leadership visibility into program health, release scope, delivery risk, and team performance - Design and build automations that connect tools like Jira, Notion, GitHub, and Slack to surface planning, execution, release, and other delivery signals across the org - Automate recurring program management processes such as status collection, follow-up tracking, review preparation, and stakeholder reporting at scale - Use these workflows to transform release reporting, business review inputs, leadership updates, and recurring status reporting, materially reducing manual status chasing across engineering WHO YOU ARE - 10+ years of experience in Technical Program Management, Release Management, Engineering Operations, or a similar technical cross-functional role, with a track record of operating at Director-level scope as an individual contributor - Prior startup experience and thrive in high-growth, fast-moving environments where ambiguity is the norm and you’re expected to build structure rather than inherit it. - Highly autonomous who has run the whole show owning the operating cadence, cross-functional execution, executive reporting, prioritization, and accountability across a broad engineering organization. - Demonstrated experience owning end-to-end planning and execution for the most complex engineering initiatives, spanning multiple teams and organizations - Strong technical fluency and systems thinking, especially in engineering process, release workflows, operational reporting, and execution management - Proven ability to drive accountability, coordination, and follow-through across an entire engineering organization without direct authority - Track record of defining success metrics, tracking execution health, and turning operational signals into clear, executive-level reporting and decision support - Excellent written and verbal communication skills, including experience owning monthly and quarterly business reviews, executive-facing updates, and cross-functional status reporting - Deep familiarity with Jira-based workflows, reporting, and process hygiene at scale - Strong judgment in prioritization, escalation, and leadership support in ambiguous or fast-moving situations, with the credibility to influence senior stakeholders - Comfort using automation and AI to improve reporting quality, operating efficiency, and recurring workflow execution - Experience owning QBRs, executive reporting, and engineering metrics programs at the org or company level - Familiarity with DORA-style metrics, SLO/SLA thinking, release hygiene, and delivery scorecards - Experience building AI-assisted dashboards, automations, or reporting systems - Experience working in security, SaaS, endpoint, platform, or infrastructure-heavy environments - Experience supporting globally distributed engineering organizations - Prior experience operating at Director or Principal level as an individual contributor (not a people manager) - Located in the Eastern Timezone to support our Global team. Joining Cyberhaven means joining the team building Data Security for the Agentic Enterprise. Traditional tools fall short. Cyberhaven traces the full lifecycle of your data, adapting protection to changing context, so protection moves with the way people actually work, not against it. AI Changed Work. We Protect It. Backed by $250M from leading investors like Khosla and Redpoint, our team includes leaders who built industry-defining technologies at CrowdStrike, Palo Alto Networks, Meta, Google, and more. This role lets you shape the future of data security, working alongside people driven to protect workflows, not just data, for customers who cannot afford to slow down to stay safe. AI Tools Disclosure: As part of Cyberhaven's hiring process, we use recruiting tools that include AI-powered features to help with tasks like scheduling, note-taking, workflow automation, and other recruiting activities ("AI Tools"). The AI Tools may process information you provide during the application and interview process. When AI-assisted interview note taking is used, candidates are notified in advance and have the option to opt out of the AI-assisted interview note taking. Cyberhaven is committed to creating a diverse environment and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.