About Pilot

About the Role

What You’ll Do

• Identify how accounting firms discover, evaluate, and adopt solutions like Pilot
• Run fast, scrappy experiments across channels (events, outbound support, partnerships, content, paid)
• Use results—not opinions—to decide where to double down

• Talk directly to accounting firms to understand their needs, objections, and workflows
• Turn insights into better messaging, targeting, and acquisition strategies

• Write emails, build landing pages, set up campaigns, and run events yourself
• Launch quickly with minimal process or support
• Iterate constantly based on performance

• Be accountable for generating qualified opportunities and contributing to revenue
• Work closely with Sales to improve conversion and close feedback loops

• Identify and engage potential partners (platforms, communities, firm networks)
• Run co-marketing or co-selling experiments
• Help turn early traction into repeatable plays

What We’re Looking For

• You’re early in your career but have strong business judgment
• You’ve taken ownership of something ambiguous before (at work, school, or side projects)
• You’re excited to do the work yourself—not just design strategy
• You move quickly and are comfortable figuring things out as you go

• 2–5 years of experience in consulting, banking, startups, GTM roles, or similar
• MBA or equivalent experience is a plus, not required
• Exposure to B2B, fintech, or professional services is helpful

• High ownership: you take responsibility for outcomes, not just tasks
• Scrappy: you find ways to get things done with limited resources
• Analytical: you use data to guide decisions and prioritize
• Clear communicator: you can write and speak effectively with a professional audience

Why This Role

• You’ll own a real growth problem with revenue impact, not just a slice of a funnel
• You’ll get exposure to Sales, Partnerships, Product, and Marketing
• You’ll build skills across strategy + execution, early in your career
• You’ll help define a new growth channel at Pilot

What Success Looks Like (First 6–12 Months)

• Identified 2–3 channels that generate qualified pipeline
• Launched and iterated on multiple acquisition experiments
• Built early traction with accounting firms and/or partners
• Established initial repeatable plays for the segment

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