Senior Software Engineer - Fintech Bookkeeping Automation

Vuejobs; San Francisco, Northern (CA, KY); Hybrid; USD 166,000 - 200,000; Full time

Benefits offered by this job

Flexible vacation

All federal holidays observed

Competitive benefits

Parental leave (12 weeks)

401(k) plan

Equity eligibility

Job summary

Pilot is hiring a Senior Software Engineer to join our Bookkeeping Automation team in San Francisco. You will own projects end to end, from problem definition and technical design through implementation and rollout. The role focuses on automation, reconciliation, and reliable production systems.

The stack includes Python, TypeScript/Vue.js, Terraform, AWS, Postgres, and observability tooling. Location: SF with 3 days in office (Mon/Tue/Thu).

Qualifications

• 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.
• 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.

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.

Skills

End-to-end ownership

Python production experience

Software fundamentals

Systems design

Cross-functional collaboration

Mentoring/teaching

Strong communication

Job description

Pilot is hiring a Senior Software Engineer to join our Bookkeeping Automation team in San Francisco. You will own projects end to end, from problem definition and technical design through implementation and rollout. The role focuses on automation, reconciliation, and reliable production systems.

The stack includes Python, TypeScript/Vue.js, Terraform, AWS, Postgres, and observability tooling. Location: SF with 3 days in office (Mon/Tue/Thu).