About the role
The Role Pilot is hiring a Senior Software Engineer to join our Empowerment team. This team removes friction and creates self-service workflows to improve customer experience and time to value. We build the customer-facing experiences that turn prospects into self-sufficient Pilot customers. We own the trial funnel, onboarding, and the bank sync and access workflows underneath them. As a Senior 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. 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. Location: San Francisco, CA (3 days/week in office - Mondays, Tuesdays, and Thursdays). Key
Responsibilities Build, test, and deploy software in a continuous manner Develop systems that power bookkeeping automation, including agentic workflows and integrations with third-party platforms Design and implement reliable workflow orchestration across services, tools, and operational processes Build observability into automation systems so teams can understand performance, investigate failures, and improve quality over time Mentor and sponsor your teammates to help them grow Contribute to the security and reliability of systems that handle sensitive financial data and operational decisions Help design and improve evaluation frameworks that measure workflow quality, correctness, and business impact Partner with Product Managers, Designers, and cross-functional stakeholders to turn ambiguous problems into practical solutions Write clear technical designs, contribute thoughtful code reviews, and maintain high engineering standards Investigate production issues, improve system reliability, and support services as needed Ability to work in our San Francisco office Mondays, Tuesdays, and Thursdays About You Even if you don’t have experience with every part of our stack, we’d still love to talk. We’re looking for someone who has: 5+ years of experience as a software engineer Experience with Python in production Experience building production software and shipping customer-facing or business-critical systems Strong coding fundamentals and the ability to write clean, maintainable, well-tested code Good product and systems judgment, especially in ambiguous or evolving problem spaces Strong communication skills and comfort working cross-functionally Interest in building automation systems that are reliable, observable, and secure Demonstrated ability to mentor and teach others
