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Principal Software Engineer Agentic Engineering Platform

OpenTable


Job Location:

Toronto - Canada

Monthly Salary: Not provided by the employer
Posted: 6 November 2026 (4 hours ago)
Application Deadline: 3 February 2027
Vacancies: 1 Vacancy

Job Summary

With millions of diners 70000 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. Youll 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.

About the job

As a Principal Engineer youll be a founding member of OpenTables Agentic Engineering Platform team within Product Engineering rethinking how software gets built. Our goal is to redesign the full product delivery workflow so people and AI agents can work together in shared team spaces automate more of the work and reduce the total cost of delivery. Today fragmented context inconsistent standards and legacy infrastructure limit what agents can complete on their own. Youll build shared cloud agents and tools that connect company knowledge and engineering systems with the testing review and rollout controls needed to use them safely. Working directly with product engineering teams youll help turn advances in AI into ways of working that let OpenTable take on more projects.

Responsibilities
  • Identify consequential bottlenecks in how teams deliver software. Use data and direct observation to choose valuable problems define success and lead the work through adoption.
  • Design build integrate and operate shared cloud agents and developer tools that connect AI models with company knowledge codebases APIs and engineering systems giving agents the context they need to complete useful work.
  • Improve the full workflow across planning implementation testing review rollout and production feedback. Question unnecessary steps and build automation that makes human and agent collaboration more effective.
  • Work directly with product engineering teams to learn their domains pilot solutions and respond to feedback. Package tools context and guidance so teams can use them independently.
  • Make unattended agent work dependable through permissions isolated execution automated testing and review failure recovery and cost controls. Set rollout checks based on risk and record agent activity and outcomes so teams can trace work from request through production.
  • Test new AI capabilities in short experiments and act with urgency. Measure delivery time quality review effort and total cost; share what you learn and stop or replace approaches when the evidence changes.
Minimum Qualifications
  • 8 years of software engineering experience including independently delivering and operating production systems used by others making technical decisions debugging failures and working across unfamiliar codebases APIs databases and cloud services.
  • Deep understanding of API design service-oriented architecture scalability and security.
  • Strong proficiency with current AI coding tools such as Claude Codex or Cursor and sound judgment about context management model selection and limits on what agents can do without human review.
  • Ability to reason from first principles learn an unfamiliar business domain and turn an ambiguous problem into a useful experiment and a working solution.
  • Evidence of helping other engineers adopt a tool or way of working through listening collaboration clear communication and follow-through.
Preferred Qualifications
  • Experience building and deploying agents and shared engineering tools.
  • Production experience with cloud infrastructure service identity permissions isolated execution environments and distributed systems.
  • Experience with automated testing evaluations of agent behavior tracing and observability tools.
  • Experience taking a prototype into sustained use across multiple teams with evidence of improvements to delivery reliability or cost.
  • Experience learning and improving complex existing products particularly in marketplaces booking payments or other transaction-heavy domains.
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
  • 20 days of paid time off
  • Private health and dental insurance
  • Life and Disability insurance

The best connections happen face-to-face whether youre sitting down to dinner or having coffee with a coworker. Thats why OpenTable has adopted a hybrid workplace model. This role aligns with that approach with an expectation of coming into the office two days a weekgiving employees the best of both worlds: in-person collaboration and flexibility.

There are a variety of factors that go into determining a compensation range including but not limited to external market benchmark data geographic location and years of experience sought/required.

We offer a competitive base salary and benefits including: health benefits 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

Were 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 were building a team as dynamic as the diners and restaurants we serveand fostering a culture where everyone feels welcome to be themselves.

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

#LI-SK1 #LI-Hybrid


Required Experience:

Staff IC


About Company

Company Logo

Book online, read restaurant reviews from diners, and earn points towards free meals. OpenTable is a real-time online booking network for fine dining restaurants.

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