Director, Technical Program Management

Docusign•San Francisco, CA
•Hybrid

About The Position

The Director of Technical Program Management (TPM) is a strategic partner to Product and Engineering executive leadership, responsible for the operational engine behind high-priority technology investments. The role leads a distributed organization of Technical Program Managers that orchestrates complex, cross-functional roadmaps from concept through global scale. It establishes portfolio governance, operating models, and delivery frameworks connecting Engineering, Product, Design, and Go-to-Market teams; shapes pillar-level OKRs; optimizes capital and headcount allocation; and promotes disciplined execution to accelerate growth and system reliability. This is a people-manager role reporting to the VP, Technology Development & Business Operations. The position is designated Hybrid, requiring access to an office and a minimum of two in-office days per week, with weekly expectations potentially varying by team. The role is eligible for a company bonus plan and Restricted Stock Units (RSUs).

Requirements

  • Bachelor's degree in Computer Science, Engineering, or equivalent experience.
  • 12+ years of technical program management experience, including several years leading TPM or program management teams.
  • Experience directly managing complex, multi-year programs from inception through delivery.
  • Experience in both SaaS and enterprise environments.
  • Experience with Agile and Waterfall methodologies and supporting tools such as Jira, Asana, or similar.
  • Experience building and scaling a PMO, portfolio governance, or operating model.

Nice To Haves

  • Experience leading teams of 10–15 program managers or Scrum teams.
  • Track record of leading large change-management efforts across multiple Product and Engineering organizations.
  • Ability to influence and communicate effectively at all levels, including executives and boards.
  • Technical fluency with architectures, platforms, and dependencies sufficient to challenge trade-offs with Engineering.
  • A roll-up-your-sleeves mindset and willingness to contribute directly to program outcomes.

Responsibilities

  • Partner with Product and Engineering GVPs to translate multi-year business strategies into prioritized technical roadmaps aligned with corporate growth and revenue targets.
  • Advise on capacity planning, resource trade-offs, and dependency mapping across pillars.
  • Define and track pillar-level OKRs and establish shared accountability across Product, Engineering, and GTM.
  • Design, scale, and mature Product and Engineering governance frameworks and delivery operating models, including standards for technical execution, release readiness, and financial transparency.
  • Define portfolio health metrics, delivery KPIs, and operational dashboards to identify systemic bottlenecks and drive data-backed improvements across the SDLC.
  • Enable teams to identify, escalate, and resolve technical, architectural, and schedule risks before they affect delivery.
  • Lead, mentor, and inspire a distributed team of TPMs, fostering inclusion, high performance, accountability, and technical curiosity.
  • Establish TPM career progression frameworks, leveling criteria, evaluation benchmarks, and continuous learning programs.
  • Provide C-suite and executive stakeholders with clear, transparent synthesis of portfolio performance, trade-offs, and critical escalations.
  • Build cross-organizational partnerships across Engineering, Product, Design, Finance, Legal, and GTM to eliminate silos, align dependencies, and support go-to-market execution.

Benefits

  • Company bonus plan for non-sales roles, calculated as a percentage of eligible wages and dependent on company performance.
  • Restricted Stock Units (RSUs).
  • Paid time off and paid company holidays based on region.
  • Up to six months of paid parental leave after birth, adoption, or foster care placement.
  • Health benefit plan options, including plans that are 100% employer-paid and plans requiring a minimum employee contribution, from the first day of employment.
  • Retirement and pension programs with potential employer contributions.
  • Learning and development options, including coaching, online courses, and education reimbursements.
  • Compassionate care leave following the loss of a loved one and other life-changing events.
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