Director, Technical Program Management

Cyberhaven
$200,000 - $220,000

About The Position

Cyberhaven is seeking a Director of Technical Program Management to lead end-to-end planning and execution for complex, cross-organizational product initiatives. This role is crucial for ensuring release predictability, execution visibility, and operational discipline across the entire engineering organization. It's an individual contributor role focused on influencing and impacting through expertise and leadership, operating as a peer to engineering leadership. The position involves architecting monthly and quarterly business reviews, providing decision support, surfacing risks, and driving follow-through on high-priority engineering programs. The role requires deep technical fluency, strong executive presence, and systems-level thinking to transform operational signals into metrics, reporting, and AI-enabled automation for planning, tracking, and reviewing technical work.

Requirements

  • 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.
  • 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).

Responsibilities

  • 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 improving predictability in the release model, including tracking and escalating scope changes, readiness risks, and cross-team dependencies.
  • 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.
  • 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.

Benefits

  • Backed by $250M from leading investors like Khosla and Redpoint
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