OpenTable
Director, Technical Program Management
Toronto, Canada · Director
Sponsorship not specifiedDetected 6 days ago
Process ImprovementLeadershipCommunicationCollaborationMentoring
About the role
- Our world-class technology empowers restaurants to focus on what matters most - their team, their guests, and their bottom line - while enabling diners to discover and book the perfect restaurant for every occasion.
- 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.
- 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.
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.
- 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.
- 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.
- 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.
Requirements
- 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.
Nice to have
- 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.
- Company-paid therapy sessions through SpringHealth
- Company-paid subscription to Headspace
- Paid volunteer time
- Focus on your career growth:
Compensation
- Work from (almost) anywhere for up to 20 days per year
- Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
Benefits
- Paid parental leave
- Generous paid vacation + time off for your birthday
- 20 days of paid time off
- Private health and dental insurance
- Life and Disability insurance
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This listing is sourced directly from OpenTable's careers page and normalized into a canonical job model.