Sr. Software Engineer, Takeoff

The Role

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

The Takeoff team owns core accounting systems behind Pilot's bookkeeping: how transactions get categorized, how revenue from platforms like Stripe and Shopify gets recognized over the right periods, and how it all ties back to accurate financials. What we ship shows up directly in our customers' books.

As a Senior Software Engineer on the team, you'll own projects end to end, from design through rollout. You'll work closely with engineers, product managers, designers, and accounting experts to ship changes that are safe, well-tested, and easy to reason about.

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.

Key Responsibilities

• Build, test, and deploy software in a continuous manner (we deploy daily or more often)
• Work with PMs and Product Designers, and participate in product and design reviews
• Create and contribute to technical specs and testing/rollout plans
• Write clear technical designs, contribute thoughtful code reviews, and maintain high engineering standards
• Work with internal customers and stakeholders to ensure we're solving the right problems
• Mentor and sponsor your teammates to help them grow
• Investigate production issues, improve system reliability, and support services as needed

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
• 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
• Experience working effectively on a remote team, including strong async and written communication habits
• Demonstrated ability to mentor and teach others
• This position is only available for remote employment in

• 1. Dismissing manual accounting tasks as beneath you rather than systems to be fixed
• 2. Failing to provide exact numbers or financial impact metrics in past projects
• 3. Lack of familiarity with modern SaaS financial stacks and integrations

I build automated financial engines that give founders their time back while eliminating human error at scale.