Sr. Software Engineer

Pilot.com

San Francisco, CA

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JOB DETAILS

SALARY

$166,000–$267,000 Per Year

SKILLS

Accounting, Amazon Web Services (AWS), Application Programming Interface (API), Artificial Intelligence (AI), Automation, Automation Systems, Banking Services, Billing, Bookkeeping, Code Reviews, Communication Skills, Computer Programming, Computer Security, Cross-Functional, Customer Experience, Customer Relations, Customer Support/Service, Debugging Tools, Distributed Computing, Entrepreneurship, Equal Employment Opportunity (EEO), Finance, Financial Management, Financial Operations, Funding, Home Automation, JavaScript, Machine Tool, Mentoring, Onboarding, Operations Processes, Oracle, Payroll Software/Services, PostgreSQL, Product Design, Product Development, Production Systems, Python Programming/Scripting Language, Quality Management, Quality Metrics, Reliability Engineering, Small Business, Software Engineering, Startup, Systems Reliability, Tax Accounting, Technical/Engineering Design, Testing, Training/Teaching, Unicorn Library Management System, User Interface/Experience (UI/UX), Vue.js, Writing Skills

LOCATION

San Francisco, CA

POSTED

3 days ago

The Role

Pilot is hiring a Senior Software Engineer to join our Empowerment team.
This team removes friction and creates self-service workflows to improve customer experience and time to value. We build the customer-facing experiences that turn prospectsinto self-sufficient Pilot customers. We own the trial funnel, onboarding, and the bank sync and access workflows underneath them.

As a Senior Software Engineer on the team, you'll build product and platform capabilities that help transform financial data into dependable bookkeeping outcomes. You'll work closely with engineers, product managers, designers, and operational experts to ship systems that are practical, measurable, and robust.
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.Location: San Francisco, CA (3 days/week in office - Mondays, Tuesdays, and Thursdays).

Key Responsibilities

Build, test, and deploy software in a continuous manner
Develop systems that power bookkeeping automation, including agentic workflows and integrations with third-party platforms
Design and implement reliable workflow orchestration across services, tools, and operational processes
Build observability into automation systems so teams can understand performance, investigate failures, and improve quality over time
Mentor and sponsor your teammates to help them grow
Contribute to the security and reliability of systems that handle sensitive financial data and operational decisions
Help design and improve evaluation frameworks that measure workflow quality, correctness, and business impact
Partner with Product Managers, Designers, and cross-functional stakeholders to turn ambiguous problems into practical solutions
Write clear technical designs, contribute thoughtful code reviews, and maintain high engineering standards
Investigate production issues, improve system reliability, and support services as needed
Ability to work in our San Francisco office Mondays, Tuesdays, and Thursdays

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 in production
Experience building production software and shipping customer-facing or business-critical systems
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
Interest in building automation systems that are reliable, observable, and secure
Demonstrated ability to mentor and teach others

Nice to Have

Experience with Vue in production
Experience with workflow orchestration, automation platforms, or distributed systems
Familiarity with agentic or AI-assisted systems in production environments
Experience building observability, alerting, or operational debugging tools
Experience with system security, permissions, or handling sensitive data
Experience building evaluation or quality measurement frameworks
Experience with fintech, accounting, or financial operations tooling
Experience integrating with third-party APIs and external systems

About Pilot

Pilot launched in 2017 to bring the back office into the modern era. Pilot provides small businesses with dedicated finance experts - which Pilot hires as full-time, U.S.-based employees - who learn the ins-and-outs of their business. Pilot integrates directly with the billing, banking, expense, and payroll systems customers already use. With a special blend of custom software and expert bookkeepers, Pilot delivers accurate, consistent bookkeeping and financial management and tax services that give entrepreneurs the freedom to focus on their business.

Pilot has over 3,000 customers and has raised over $170 million in financing from Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock. Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene. Our most recent funding round doubled our valuation to $1.2 billion - Meet Fintech's Newest Unicorn.
Why Pilot?

We invest in our employees' development and happiness because our employees are the keys to our success and ensuring happy customers
The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).
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 seniority described in this job description is $166,000 - $267,000 in San Francisco, CA. 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.

Pilot commits to provide a work environment free of discrimination and harassment, as well as equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. You may view all of Pilot's recruiting notices here, including our EEO policy, information about requesting a reasonable accommodation in the job application process, recruitment agency policy, recruitment scam notice, and important E-Verify information. You may view our job candidate privacy policy here.

About the Company

Pilot.com

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