[Hiring] Staff Software Engineer @Pilot.com

Role Description

Pilot is hiring a Staff Software Engineer to join our Takeoff team. The Takeoff team owns core accounting systems behind Pilot's bookkeeping, including:

• How transactions get categorized
• How revenue from platforms like Stripe and Shopify gets recognized over the right periods
• How it all ties back to accurate financials

As a Staff Engineer, you'll take on the largest and most ambiguous problems in this space:

• Setting technical direction for systems that sit at the core of Pilot's product
• Driving outcomes that span multiple teams

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.

Qualifications

• 7+ years of experience as a software engineer
• Experience with Python in production
• A track record of leading complex, multi-team technical projects to successful outcomes
• The ability to set technical direction and get buy-in across teams and functions
• 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, sponsor, and uplevel other engineers
• This position is only available for remote employment in the United States in the following states: CA, GA, NY, NC, TN, TX, and WA
• Additionally, we're interested in engineers with specialties or backgrounds in accounting as well as fintech and related fields.

Requirements

• Experience with Vue in production
• Experience with accounting systems, double-entry bookkeeping, or revenue recognition
• Familiarity with agentic or AI-assisted systems in production environments
• Experience integrating with third-party APIs and external systems (e.g. payment processors)

Benefits

• Flexible vacation/time-off policy
• All federal holidays are observed
• Competitive benefits package including additional wellness benefits
• Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
• 401(k) plan
• The base pay range target for the role is $200,000 - $240,000 in most remote locations, and between $230,000 - $280,000 in San Francisco, CA and New York City, NY.
• Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data.
• In addition to cash pay, full-time regular positions are eligible for equity, 401(k), health benefits, and other benefits; some of these benefits may be available for part-time or temporary positions.