Principal Technical Program Manager (Hybrid, Toronto)

This will be a remote role to start, with plans to transition to hybrid in-office 2x/week located in downtown Toronto.

With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. 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. 

Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture.

The Role:

The Principal Technical Program Manager (TPM) will orchestrate the planning, development, and execution of key technical projects across product and engineering. This individual will ensure seamless roadmap alignment, milestone tracking, and risk management and play a crucial role in advancing engineering and business strategies. The Principal TPM is a master collaborator with visionary program management and critical thinking skills, operates with strategic oversight and can navigate ambiguity to drive these vertical strategies forward. If this opportunity resonates with you, we encourage you to apply!

Key Responsibilities:

• Partner with product and engineering leaders to establish program planning, proactively manage risks, set clear objectives, and ensure strategic goals are met.
• Lead transformation initiatives, ensuring successful program delivery.
• Develop strategic roadmaps for partner programs, aligning cross-functional teams towards common goals.
• Foster engineering excellence, advocating for reliable software systems and enhanced developer productivity.
• Engage with partners across Software Engineering, Platform Infrastructure, Quality, and Infosec to craft solutions that strengthen OpenTable's software quality.
• Lead and collaborate across the different levels of product development, sales, marketing, and support, ensuring clear communication and alignment among all teams.

Requirements:

• 10+ years in software development program management across cross-functional projects.
• 5+ years in a program management role.
• Expertise in Agile methodologies and tools.
• Demonstrated ability to navigate software engineering challenges.
• Proven ability to work effectively with both technical and non-technical team members.
• Experience coordinating release schedules and building sustainable processes.
• Hands-on expertise in automation and scripting, enabling the creation and optimization of workflows to automate various processes efficiently.

Benefits and Perks

• Generous paid vacation + time off for your birthday
• 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
• 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
• Private health and dental insurance
• Life and Disability insurance

There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. The range for this Toronto, Canada based role is $185,000-$205,000 CAD.

We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus and equity grant.

Work Environment & Flexibility

At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations.

Inclusion

We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves.

If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations.