Principal Technical Program Manager

Remote to start, with the opportunity to work in a hybrid capacity overtime, 2x/week in a Toronto office space.

With millions of diners, tens of thousands of restaurants, and 23+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a unique insight into the world of hospitality. We champion restaurants, bars, wineries, and other venues around the world, helping them attract guests, manage capacity, improve operations and maximize revenue.

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 network that includes OpenTable and KAYAK's portfolio of travel brands including Swoodoo, checkfelix, momondo, Cheapflights, Mundi and HotelsCombined.

Hospitality is all about taking care of others, and it defines our culture. You’ll work in a welcoming and inclusive environment, and get the benefits, flexibility, and support you need to succeed.

The Role:

The Principal 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 tech and business strategies. The Staff 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:

• Collaborate with product and engineering leaders to establish program plans and milestones.
• Proactively manage risks, set clear objectives, and ensure strategic goals are met.
• Lead transformation initiatives, develop strategic roadmaps, and foster a collaborative environment to achieve alignment.
• Advocate for engineering excellence by supporting reliable software systems and improving productivity cross-team.
• Partner with Software Engineering, Platform Infrastructure, and other key functions to maintain high-quality standards and enhance programs.
• Provide mentorship to junior TPMs and foster their professional growth.

Requirements:

• 8-10+ 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:

• Paid Time Off - 20 days a year
• Birthday/celebration PTO - 1 day
• Annual company weeks off
• Flexible sick time off
• Paid volunteer time
• Parental Leave Benefits
• Dental & Vision Insurance
• Life & Disability Insurance
• Group RRSP and DPSP
• Major Medical Insurance (dependent care options)

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 remote Canada based role is $145,000-165,000 CAD.

In addition to a competitive base salary, roles are eligible for additional compensation and benefits including: annual cash bonus, equity grant; 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 and benefits.

Diversity, Equity, and Inclusion

OpenTable aspires to be a workplace that reflects the diverse communities we serve and a culture that is inclusive and welcoming. Hiring people with different backgrounds, experiences, perspectives, and ideas is critical to innovation and to how we deliver great experiences for our users and our partners. Representation matters.

We ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform job responsibilities, and to receive other benefits and privileges of employment. Please contact us to request accommodation.