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. 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.

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 About Pilot Pilot launched in 2017 to bring the back office into the modern era.