Staff Software Engineer – Takeoff

This is a fully remote position, open to applicants in California, +5 more states.

📋 Description

• Drive highly ambiguous projects from problem identification to delivery.

• Establish technical strategy and make architectural choices for systems that span multiple teams and areas.

• Recognize cross-team gaps and missed opportunities, and implement strategies to address them.

• Develop, test, and continuously deploy software, with daily or more frequent deployments.

• Create and assess technical specifications while maintaining high engineering quality standards.

• Collaborate with PMs, designers, internal clients, and stakeholders to address the right issues.

• Mentor and support engineers throughout the organization.

• Investigate production issues, enhance system reliability, and provide necessary service support.

• Define technical direction for core accounting systems behind Pilot’s bookkeeping and influence outcomes across various teams.

⛳️ Requirements

• Over 7 years of experience as a software engineer.

• Proficient in Python within production environments.

• Proven history of leading complex, multi-team technical projects to successful outcomes.

• Capability to establish technical direction and gain buy-in across teams and functions.

• Strong coding fundamentals with the ability to produce clean, maintainable, and well-tested code.

• Good judgment regarding products and systems, particularly in ambiguous or evolving problem areas.

• Excellent communication skills and comfort in working cross-functionally.

• Experience collaborating effectively within a remote team, including strong asynchronous and written communication practices.

• Demonstrated ability to mentor, sponsor, and elevate other engineers.

• Position available for remote work in the United States, specifically in CA, GA, NY, NC, TN, TX, and WA.

• Nice to have: Experience with Vue in a production setting.

• Nice to have: Familiarity with accounting systems, double-entry bookkeeping, or revenue recognition.

• Nice to have: Understanding of agentic or AI-assisted systems in production environments.

• Nice to have: Experience with third-party API integration and external systems.

🏝️ Benefits

• We prioritize our employees’ development and overall happiness.

• Flexible vacation and time-off policy.

• All federal holidays are honored.

• Competitive benefits package that includes additional wellness benefits.

• Parental leave available for both birthing and non-birthing parents – 100% pay for 12 weeks.

• 401(k) retirement plan.

• Equity options.

• Comprehensive health benefits.

• Minimal identity verification steps, such as briefly waving on camera or recording interviews.

• Possible onsite finalist interviews at the San Francisco office.