San Francisco, CA
Bookkeeping and CFO services for startups
Pilot provides bookkeeping, tax preparation, and CFO services powered by AI and expert teams for startups and small businesses. This enables founders to focus on growth by outsourcing reliable financial operations. It combines automation for efficiency with human oversight for accuracy and strategic advice.
Provides end-to-end payroll, benefits, and HR operations support for a portfolio of growing businesses. The role requires 2–4+ years of payroll or HR operations experience, multi-state tax expertise, and familiarity with payroll and HRIS implementations.
Build and own operational systems for work orchestration, KPI reporting, resource forecasting, billing, and automation across Customer Operations. The role requires 3–5 years of business operations, analytics, or finance experience, advanced spreadsheet and SQL skills, and strong systems-thinking and project leadership abilities.
Senior Software Engineer building bookkeeping automation systems at Pilot. Own end-to-end projects for data reconciliation, integrations, deterministic automation, and observability in a Python/AWS stack. Requires 5+ years experience, strong production Python skills, and a track record shipping reliable business-critical systems.
Senior infrastructure engineer building scalable abstractions, platform tooling, and the full infrastructure stack (AWS to product platform) that accelerates Pilot's R&D and business growth. Requires 5+ years software engineering experience, production Python, Terraform/AWS, frontend familiarity, mentoring ability, and strong collaboration/communication skills.
Own full sales cycle selling Meridian's month-end close automation to outsourced accounting and CPA firms. Prospect, run evaluations, close deals, and expand accounts while helping build the go-to-market motion.