Sr. Software Engineer

The Role Pilot is hiring a Senior Software Engineer to join our Enterprise team. This team builds the firm-facing features for our newest product, Meridian, the AI accounting platform that lets firms scale their practice. We own the experiences a firm's accountants use to review, approve, and deliver agent-produced books across hundreds of clients. As a small, high leverage team within R&D, we partner closely with every other engineering team at Pilot and draw on those relationships to ship the features that move the business forward fastest. 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. 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. 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 or Vue (or other JavaScript frameworks) 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 Nice to Have Experience with workflow orchestration, automation platforms or distributed systems Familiarity with agentic or AI‑assisted systems in production environments Experience building observability, alerting or operational debugging tools Experience with system security, permissions or handling sensitive data Experience building evaluation or quality measurement frameworks Experience with fintech, accounting or financial operations tooling Experience integrating with third‑party APIs and external systems The base pay range target for the role seniority described in this job description is $166,000 - $200,000 in San Francisco, CA. Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation and market data. In addition to cash pay, full‑time regular positions are eligible for equity, 401(k), health benefits and other benefits; some of these may be available for part‑time or temporary positions. Pilot commits to provide a work environment free of discrimination and harassment, as well as equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. You may view all of Pilot’s recruiting notices here, including our EEO policy, information about requesting a reasonable accommodation in the job application process, recruitment agency policy, recruitment scam notice and important E‑Verify information. You may view our job candidate privacy policy here. #J-18808-Ljbffr