Director, Technical Program Management (Hybrid)

About the Job

As the Director of Technical Program Management, you will lead and scale a mature, high-performing team of Technical Program Managers responsible for driving execution across multiple product and engineering verticals. Operating at a strategic level within OpenTable’s engineering organization, this role balances roughly 50% managing senior executives and 50% leading and mentoring individual contributor TPMs. You will absorb ambiguity, translate complex business strategies into practical execution plans, and design robust operating rhythms and governance frameworks that impact hundreds of engineers across the organization. This is a pivotal opportunity to act as a change leader and help rethink product development lifecycles and software delivery models as AI rapidly transforms the software development lifecycle. In an environment that values professional growth, trust, and a welcoming culture, you will establish execution standards that maintain visibility and accountability for executives while granting teams the flexibility to execute in smaller, faster, and more effective increments

Responsibilities

• Executive Management & Collaboration: Serve as a strategic partner to senior leadership and cross-functional executives across Product, Engineering, Design, Data, Security, Infrastructure, and business teams to align priorities, manage dependencies, and establish high-stakes escalation paths.
• Team Leadership & Mentorship: Direct, coach, and elevate a mature group of individual contributor TPMs, fostering an inclusive, high-performing culture anchored in trust, psychological safety, mutual accountability, and long-term career growth.
• Operating Model Transformation: Design, iterate, and embed corporate operating rhythms, delivery mechanisms, planning frameworks, and risk management standards across large-scale technical portfolios to raise the organizational bar for execution quality.
• Strategic Execution & De-escalation: Translate broad executive narratives into actionable program structures, timelines, and measurable outcomes while defusing complex, organization-wide conflicts through fact-based option analysis.
• Process Optimization: Partner with engineering leadership to improve overall software delivery practices, technical planning, and developer productivity, utilizing modern tooling and data-driven metrics to mitigate hidden organizational drag.

Minimum Qualifications

• 10+ years of technical program management experience spanning large-scale software development and cross-functional technical programs.
• 5+ years of experience formally leading, developing, and retaining engineering or program management teams within high-growth technology environments.
• Proven track record of managing technical program portfolios across complex, multi-entity organizations, including driving organizational transformation and designing cross-functional operating models.
• Demonstrated technical fluency and credibility, with the ability to engage deeply with engineering leaders on software architecture, dependencies, trade-offs, and release management.
• Exceptional executive presence and communication skills, with a verified ability to influence senior stakeholders and turn ambiguous priorities into concrete operational plans.

Preferred Qualifications

• Prior software engineering background or deep, direct technical experience in software development lifecycles (SDLC) and developer productivity tooling.
• Experience leading program management functions within two-sided marketplaces, high-scale consumer tech, SaaS, fintech, or hospitality engineering organizations.
• Familiarity with or an active interest in automation, AI-enabled engineering workflows, and adapting product development lifecycles to emerging technology shifts.
• Experience operating effectively within a globally distributed workforce across multiple international entities and time zones.
• An entrepreneurial mindset with a high sense of ownership, comfortable building missing structures or running execution loops from scratch in fast-moving environments.

Benefits and Perks

• Work from (almost) anywhere for up to 20 days per year
• Focus on mental health and well-being:
  • Company-paid therapy sessions through SpringHealth
  • Company-paid subscription to Headspace
  • Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
• Paid parental leave
• Generous paid vacation + time off for your birthday
• Paid volunteer time
• Focus on your career growth:
  • Development Dollars
  • Leadership development
  • Access to thousands of on-demand e-learnings
• Travel Discounts
• Employee Resource Groups
• Free lunch 5 days per week
• Beautiful office in the Empire State Building with lots of building amenities, such as a gym, multi-purpose room, in-building Starbucks, and more.