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Jobs(27,747)/Software Engineer Role(2,069)/OpenTable (16) - Principal Software Engineer - Agentic Engineering Platform
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OpenTable

OpenTable - Principal Software Engineer - Agentic Engineering Platform

Remote - Toronto, Canada or Canada (Remote)2d ago
RemotePrincipalNAPaymentsCloud ComputingSoftware EngineerPrincipalClaudeCursor

Requirements

• 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. • 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.

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.

Benefits

• 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 you’re sitting down to dinner or having coffee with a coworker. That’s 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 week—giving employees the best of both worlds: in-person collaboration and flexibility.

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