Software Engineer

<h2><strong>The Role</strong></h2> <p>Pilot is hiring a Software Engineer to join our Bookkeeping Automation team.</p> <p>This team builds the systems and tooling that power high-quality bookkeeping, including secure and reliable agentic workflows, integrations with third-party systems, and the infrastructure needed to operate them effectively in production. We focus on improving the accuracy, efficiency, and reliability of bookkeeping at scale.</p> <p>As a Software Engineer on the team, you’ll build product and platform capabilities that help transform financial data into dependable bookkeeping outcomes. You’ll work closely with engineers, product managers, designers, and operational experts to ship systems that are practical, measurable, and robust.</p> <p>This is a strong fit for someone who enjoys building real-world automation systems and is excited about the engineering challenges that come with agentic workflows, including orchestration, security, evaluation and observability.</p> <p>Pilot’s backend is written in fully typed Python, and our frontend stack includes JavaScript, TypeScript, and Vue.js. We use Terraform to manage infrastructure, deploy containerized services on AWS, and rely on Postgres and modern observability tooling in production.</p> <p><strong>Location: San Francisco, CA (3 days/week in office - Mondays, Tuesdays, and Thursdays).</strong></p> <h2><strong>Key Responsibilities</strong></h2> <ul> <li>Build, test, and deploy software in a continuous manner</li> <li>Develop systems that power bookkeeping automation, including agentic workflows and integrations with third-party platforms</li> <li>Design and implement reliable workflow orchestration across services, tools, and operational processes</li> <li>Build observability into automation systems so teams can understand performance, investigate failures, and improve quality over time</li> <li>Contribute to the security and reliability of systems that handle sensitive financial data and operational decisions</li> <li>Help design and improve evaluation frameworks that measure workflow quality, correctness, and business impact</li> <li>Partner with PMs, designers, and cross-functional stakeholders to turn ambiguous problems into practical solutions</li> <li>Write clear technical designs, contribute thoughtful code reviews, and maintain high engineering standards</li> <li>Investigate production issues, improve system reliability, and support services as needed</li> <li>Ability to work in our San Francisco office Mondays, Tuesdays, and Thursdays</li> </ul> <h2><strong>About You</strong></h2> <p>Even if you don’t have experience with every part of our stack, we’d still love to talk.</p>