Pilot
Sales Manager
San Francisco, CA · Exec · Part-time
Sponsorship not specified$163k-$269kDetected 46 days ago
HubSpotSalesforceCRMSalesAccountingValuationRecruitingOnboardingLeadershipCommunicationMentoring
About the role
- 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.
Responsibilities
- Coach and Develop Your Team
- Identify each rep's strengths and growth areas, and build individualized development plans
- Drive Performance Through Data
- Deliver clear, consistent reporting to the Director of Sales on team performance and forecast
- Lead weekly team meetings that keep the team energized and aligned
- Partner with reps on live deals - provide deal coaching, handle escalations, and help close
- Maintain CRM hygiene standards across the team to ensure data accuracy and pipeline visibility
Requirements
- 4-6+ years of experience in sales, including at least 2 years managing a team of inside sales reps
- Proficiency with a modern CRM (Salesforce, HubSpot, or similar)
Nice to have
- Experience selling professional services, fintech, or SaaS products
- Familiarity with accounting, bookkeeping, or financial services
- Experience with advanced AI tools and processes for sales (Claude Cowork, Codex)
- The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).
- All federal holidays are observed
- 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.
- Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene.
Skills
- tools, process improvements, and career growth opportunities
Compensation
- Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data.
Benefits
- Own team-level metrics including activity volume, conversion rates, pipeline health, and quota attainment
Visa & Work Authorization
- al employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status
This listing is sourced directly from Pilot's careers page and normalized into a canonical job model.