Startups · AI

Sr. Software Engineer, Bookkeeping Automation

Pilot · San Francisco, CA · On-site

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About Pilot

Backed by Index, Sequoia and AI Grant.

About the role

Pilot is hiring a Senior Software Engineer to join our Bookkeeping Automation team. The team builds systems that transform financial data into accurate, reviewable bookkeeping at scale. Our work includes reconciliation tools, integrations with third-party financial systems, and the platform capabilities needed to operate deterministic automation and agent-assisted workflows safely and reliably in production.

What they're looking for

  • 4+ 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
More about this role

Pilot is hiring a Senior Software Engineer to join our Bookkeeping Automation team.

The team builds systems that transform financial data into accurate, reviewable bookkeeping at scale. Our work includes reconciliation tools, integrations with third-party financial systems, and the platform capabilities needed to operate deterministic automation and agent-assisted workflows safely and reliably in production.

As a Senior Software Engineer on the team, you'll own projects end to end – from shaping ambiguous problems and writing technical designs through implementation and rollout. You'll partner closely with engineers, product managers, designers, and bookkeeping experts to deliver systems that improve the accuracy, efficiency, and reliability of Pilot's bookkeeping workflows.

This is a strong fit for someone who enjoys solving complex automation problems. The work spans data matching and reconciliation, evaluation, auditability, and production 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...

Read the full posting on Pilot's site ↗

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