Sales Manager

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 founders, we’re on a mission to be the financial back office for every business. The Role We're looking for a hands-on Sales Manager to lead and develop a team of 5–8 inside sales reps selling Pilot's suite of accounting and advisory services. This is a player-coach role focused on the fundamentals: daily execution, data-driven coaching, and helping each rep reach their full potential. You'll sit between the reps and our Director of Sales, translating strategy into day-to-day action. The right person for this role loves being in the details — reviewing call recordings, digging into pipeline data, running tight 1:1s, and rolling up their sleeves to help reps work through tough deals. What You'll Do Coach and Develop Your Team Run structured weekly 1:1s with each rep focused on skill development, pipeline review, and goal-setting Listen to call recordings and provide specific, actionable feedback to improve rep performance Identify each rep's strengths and growth areas, and build individualized development plans Onboard new hires and ensure they ramp quickly and confidently Drive Perfor...