Pilot.com

Sr. Software Engineer

Pilot.com$166K — $200K *
Consumer Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of experience as a software engineer
  • Proficient in Python or Vue (or other JavaScript frameworks) in production
  • Experience shipping customer-facing or business-critical systems
  • Strong coding fundamentals with a focus on clean, maintainable code
  • Good product and systems judgment in ambiguous contexts
  • Strong cross-functional communication skills
  • Interest in building reliable, observable, and secure automation systems
  • Demonstrated ability to mentor and teach others

Responsibilities

  • Build, test, and deploy software continuously
  • Develop systems for bookkeeping automation and third-party integrations
  • Design and implement reliable workflow orchestration
  • Embed observability into automation systems
  • Mentor teammates to aid their growth
  • Contribute to the security and reliability of sensitive data systems
  • Design and improve evaluation frameworks for workflow quality
  • Partner with cross-functional teams to resolve ambiguous problems
  • Write clear technical designs and conduct thorough code reviews
  • Investigate production issues and support service reliability

Benefits

  • Equity options
  • 401(k) plan
  • Health benefits
  • Opportunity to work in a collaborative, innovative environment
  • Ability to influence product development and workflows
Full Job Description
The Role

Pilot is hiring a Senior Software Engineer to join our Enterprise team.
This team builds the firm-facing features for our newest product, Meridian, the AI accounting platform that lets firms scale their practice. We own the experiences a firm's accountants use to review, approve, and deliver agent-produced books across hundreds of clients. As a small, high leverage team within R&D, we partner closely with every other engineering team at Pilot and draw on those relationships to ship the features that move the business forward fastest.

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.
This is a strong fit for someone who enjoys building real-world automation systems and is excited about the engineering challenges that come with agentic workflows, including orchestration, security, evaluation and 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 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 or Vue (or other Javascript frameworks) 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 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


The base pay range target for the role seniority described in this job description is $166,000 - $200,000 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.

About Pilot.com

Pilot is a financial services company that provides online bookkeeping, tax, and CFO services to startups and small businesses. The company was founded in 2017 and is headquartered in San Francisco, California. Pilot's mission is to help businesses focus on their core competencies by taking care of their financial needs. The company's services include bookkeeping, tax preparation, and CFO services. Pilot's bookkeeping service is powered by proprietary software that automates many of the tasks associated with bookkeeping, such as data entry and reconciliation. The company's tax preparation service is designed to help businesses save money on taxes by identifying deductions and credits that they may be eligible for. Pilot's CFO service provides businesses with financial planning and analysis, budgeting, and forecasting.
Learn more about Pilot.com
Size
200 employees
Industry

Similar Jobs

More Jobs at Pilot.com

More Consumer Technology Jobs

Find similar Sr. Software Engineer jobs: