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About Pilot Pilot.com provides bookkeeping, CFO, and tax services powered by a combination of expert teams and intelligent software. We work with thousands of startups and growing businesses, giving them the financial clarity and confidence they need to scale. Backed by top investors and loved by fo

Summary At Pilot, we ingest over 7,000,000 transactions per year across more than 700 platforms — powered by a combination of expert human bookkeepers and AI agents working together. To support our fast-growing customer base, it's more important than ever to ensure that both our people and our autom

The Role Every day, we do exciting work that makes a difference to startup founders and business owners. At Pilot, you will be helping clients solve critical financial and business strategy challenges. Our team works with a multitude of high-growth startup founders from different industries an

The Role Pilot is a successful startup hiring a senior engineer on our Infrastructure team. All of our teams have unique charters to collectively build the software, services and systems that enable Pilot to deliver a high-quality experience, profitably, at scale. The Infrastructure team accelerates

The Role Pilot is hiring a Software Engineer to join our Bookkeeping Automation team. This team builds the systems and tooling that power high-quality bookkeeping, including secure and reliable agentic workflows, integrations with third-party systems, and the infrastructure needed to operate them ef

About Pilot Pilot provides bookkeeping, tax, and CFO services powered by software—helping companies operate with better financial visibility and confidence. We’re building the modern finance back office. We’re early in building our franchise channel and are looking for someone to help us figure it o

About Pilot Pilot provides bookkeeping, tax, and CFO services powered by software—helping companies operate with better financial visibility and confidence. We’re building the modern finance back office. We’re early in building our accounting firm channel and are looking for someone to help us figur

The Role Strategic accounts—growing businesses with significant revenue, institutional funding, or real operational complexity have been Pilot's bread and butter for years. The product fits. The sales motion works. This role takes what's working and builds the program behind it. The dedicated

The Role Strategic accounts—growing businesses with significant revenue, institutional funding, or real operational complexity have been Pilot's bread and butter for years. The product fits. The sales motion works. This role takes what's working and builds the program behind it. The dedicated

The Role Most marketing leaders inherit a playbook. This one gets to write and scale it. The motion is enterprise B2B—longer cycles, multiple stakeholders, relationships that close deals. Pilot has that motion working. Your job is to point it at 2 distinct segments and build everything behind it. Th

The Role At Pilot, we're on a mission to grow the small business economy — and we're at an inflection point. AI is fundamentally reshaping what's possible in financial services, and this role sits at the center of that transformation. We're looking for a Staff Product Manager to lead Pilot's Agent d

The Role We’re hiring a Revenue Operations Analyst to help scale and optimize Pilot’s revenue engine. This role sits at the center of Marketing, Sales, Partnerships, and Customer Success — transforming go-to-market data into insights that drive growth decisions. You won’t just report on performance

The Role Pilot’s mission is to be the back office for every small business in America, and we’re hiring a Staff Design System Engineer to help make this future a reality. We are giving every SMB the superpowers of a full finance team at a fraction of the cost. These superpowers include having

The Role Pilot is building a first-of-its-kind, hybrid software/service solution to tackle the financial back office (bookkeeping, tax, CFO, etc.) so that founders and business owners can focus on building and running their businesses. We already work with 1700+ customers in the tech startup and SMB

The Role Pilot is building a first-of-its-kind, hybrid software/service solution to tackle the financial back office (bookkeeping, tax, CFO, etc.) so that founders and business owners can focus on building and running their businesses. We already work with 1700+ customers in the tech startup and SMB