Director of Technical Program Management

OpenTable; New York (NY); Remote; USD 180,000 - 240,000; Full time

Benefits offered by this job

Generous parental leave

Generous paid vacation

Paid volunteer time

Learning & development opportunities

Work from anywhere

Mental health resources

Job summary

OpenTable is seeking a Director of Technical Program Management to lead a mature team of TPMs driving execution across multiple product and engineering verticals. The role operates at a strategic level within OpenTable’s engineering organization, balancing senior executive partnerships with mentorship of individual contributors.

You will translate complex business strategies into practical execution plans, design robust operating rhythms, and govern frameworks impacting hundreds of engineers.

Qualifications

• 10+ years of technical program management experience spanning large-scale software development and cross-functional technical programs.
• 5+ years of experience leading engineering or program management teams within high-growth technology environments.
• Demonstrated technical fluency to engage with engineering leaders on software architecture, dependencies, release management.

Responsibilities

• Direct, coach, and elevate a mature group of individual contributor TPMs, fostering an inclusive, high-performing culture.
• Define and embed operating rhythms, delivery mechanisms, planning frameworks, and risk management standards across large technical portfolios.
• Translate executive narratives into actionable program structures, timelines, and measurable outcomes while resolving conflicts with fact-based analysis.
• Partner with Product and Engineering leadership to improve software delivery practices, technical planning, and developer productivity using modern tooling and metrics.

Skills

Technical program management

Executive partnership

Leadership

Strategic planning

Cross-functional collaboration

AI/SDLC awareness

Developer productivity tooling

Data-driven decision making

Job description

• 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
• 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

Benefits

• Generous parental leave
• Generous paid vacation + time off for your birthday
• Paid volunteer time
• Enriched learning and development opportunities - leadership development & access to thousands of on-demand e-learnings
• Work from (almost) anywhere - wherever you do your best work
• Mental health and well-being - company-paid therapy sessions through SpringHealth, company-paid subscription to HeadSpace, and company-wide weeks off a year so the whole team can recharge

Proven track record of managing technical program portfolios across complex, multi-entity organizations, including driving organizational transformation and designing cross-functional operating models10+ years of technical program management experience spanning large-scale software development and cross-functional technical programs5+ years of experience formally leading, developing, and retaining engineering or program management teams within high-growth technology environmentsDemonstrated technical fluency and credibility, with the ability to engage deeply with engineering leaders on software architecture, dependencies, trade-offs, and release managementExceptional executive presence and communication skills, with a verified ability to influence senior stakeholders and turn ambiguous priorities into concrete operational plansPrior software engineering background or deep, direct technical experience in software development lifecycles (SDLC) and developer productivity toolingFamiliarity with or an active interest in automation, AI-enabled engineering workflows, and adapting product development lifecycles to emerging technology shiftsExperience leading program management functions within two-sided marketplaces, high-scale consumer tech, SaaS, fintech, or hospitality engineering organizationsExperience operating effectively within a globally distributed workforce across multiple international entities and time zonesAn entrepreneurial mindset with a high sense of ownership, comfortable building missing structures or running execution loops from scratch in fast-moving environments