Senior Software Engineer building bookkeeping automation systems at Pilot. Own end-to-end projects for data reconciliation, integrations, deterministic automation, and observability in a Python/AWS stack. Requires 5+ years experience, strong production Python skills, and a track record shipping reliable business-critical systems.
166k – 200k/yr
Hybrid5+ YOEFullstack Engineering
About the role
Key Responsibilities
Own projects end to end, from problem definition and technical design through implementation, rollout, and measurement
Build, test, and deploy well-structured, well-tested software continuously
Design reliable workflows across services, internal tools, and human operational processes
Build observability and evaluation into automation systems so teams can measure quality, investigate failures, and improve performance over time
Contribute to the security, auditability, and reliability of systems that handle sensitive financial data
Partner with Product Managers, Designers, and bookkeeping and operations experts to turn ambiguous problems into practical solutions
Investigate production issues, support the services you own, and address systemic reliability problems
Mentor and sponsor teammates and contribute to engineering standards through technical designs and thoughtful code reviews
Requirements
5+ years of experience as a software engineer
Strong software-engineering fundamentals and the ability to write clean, maintainable, well-tested code
Experience with Python in production
A track record of owning and shipping customer-facing or business-critical systems end to end
Experience designing, operating, and debugging reliable production systems
Strong product and systems judgment, especially in ambiguous or evolving problem spaces
Strong written, verbal, and technical communication skills and comfort working cross-functionally
Demonstrated ability to mentor and teach others
Nice to Have
Experience with fintech, accounting, or financial operations tooling
Experience integrating with third-party APIs and external systems
Experience with system security, permissions, or handling sensitive data
Compensation and Benefits
Base pay range: $166,000 - $200,000 in San Francisco, CA (final offer depends on experience, expertise, location, and market data)
Eligible for equity, 401(k), health benefits, and other benefits
Flexible vacation/time-off policy
All federal holidays observed
Parental leave – 100% pay for 12 weeks
Competitive benefits package including additional wellness benefits
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