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Director, Technical Program Management

Cyberhaven - Remote - Remote - posted 2026-09-22

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Cyberhaven is building an AI-native data security platform for the agentic enterprise. The company traces the full lifecycle of enterprise data across endpoints, browsers, SaaS, and cloud, and is a market leader in DLP and DSPM. You will own end-to-end planning and execution across Cyberhaven's most complex, cross-organizational product initiatives. This is an individual contributor role where influence and impact are driven through expertise, judgment, and cross-functional leadership rather than direct reports. You will operate as a peer to engineering leadership, shaping strategy and operating cadence at the organizational level while remaining hands-on with planning, tracking, and execution work. Key responsibilities include: - Own planning, execution, and coordination across multi-team, cross-organizational programs, partnering directly with engineering and product leadership - Set strategy for improving release predictability, 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, consolidating team updates and preparing leadership readouts - Partner with engineering leadership to translate company strategy into clear execution plans, success criteria, and operating mechanisms across the entire engineering organization - Define and standardize org-wide success metrics across quality, release health, and velocity - Build and own review cadences, status reporting, leadership readouts, and action follow-up systems - Establish data hygiene and governance standards in Jira and related planning artifacts - Lead the most ambiguous, highest-priority engineering initiatives requiring additional structure and executive visibility - Act as thought partner and mentor to other program managers and engineering leaders, raising the bar on operating discipline without formal management authority - Set direction for AI-assisted dashboards and reporting workflows that give leadership visibility into program health, release scope, and delivery risk - Design and build automations connecting Jira, Notion, GitHub, and Slack to surface planning and execution signals - Automate recurring program management processes such as status collection, follow-up tracking, and review preparation Requirements: - 10+ years of experience in Technical Program Management, Release Management, Engineering Operations, or similar technical cross-functional role, with a track record of operating at Director-level scope as an individual contributor - Demonstrated experience owning end-to-end planning and execution for 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 and executive-facing updates - 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 - Comfort using automation and AI to improve reporting quality and operating efficiency - 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)

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