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Sentry Logo Sentry · IT - Administration

Head of Technical Program Management

United States, San Francisco 280000.00 - 320000.00 USD / Year · Job Posted February 18, 2026
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Job Description

We’re looking for an operationally-savvy and passionate Head of Technical Program Management to be the strategic architect of technical execution for the Engineering, Product, & Design (EPD) organization. Reporting directly to the CTO and partnering closely with the CTO and the EPD leadership team, you’ll help ensure predictable delivery across teams, and build the Technical Program Management (TPM) function from the ground up.

Job Responsibility

  • Strategic Execution: partner with the CTO and senior EPD leaders to turn priorities into clear, measurable plans across teams
  • TPM Org Architecture & Function Buildout: define the charter and operating model for TPM at Sentry and how the team partners across EPD
  • Data-Driven Delivery & Engineering Health: establish metrics and dashboards that reflect delivery health, risk, and roadmap confidence
  • Capacity, Dependencies, and Risk Management: improve visibility into resourcing, constraints, and cross-team dependencies so leaders can align investment to the highest priorities

Requirements

  • 7-10+ years of progressive experience in Software Engineering/Technical Program Management within a high-growth, fast-paced technology company
  • Strong organizational skills and an entrepreneurial drive with history of developing high-performing teams
  • Strong ability to simplify complex problems and drive alignment among diverse stakeholders
  • Strong written and verbal communication skills, with the ability to interact professionally, confidently, and empathetically with internal and external stakeholders
  • Proven track record of managing and delivering multiple complex projects across matrix organizations and functional, geographic and cultural borders

Nice to have

  • You’re energized by complex, cross-team work and get satisfaction from making execution smoother, more predictable, and easier to scale
  • You enjoy turning ambiguity into clear plans, strong operating rhythms, and measurable outcomes
  • You like working closely with senior leaders, bringing a thoughtful point of view, and helping teams move faster through clarity, coordination, and good decision-making

What we offer

  • Offers Equity
  • Offers Bonus
  • incentive compensation
  • equity grants
  • paid time off
  • group health insurance coverage
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