Pilot
Sales Team Lead
San Francisco, California, United States · Exec · Part-time
Sponsorship not specified$163k-$269kDetected 35 days ago
CRMSalesAccount ManagementPipeline ManagementAccountingForecastingValuationLeadershipCommunicationMentoringOrganizational Skills
About the role
- We're looking for a high-performing sales professional ready to take the next step into leadership.
- This is a player-coach role focused on the fundamentals: daily execution, data-driven coaching, and helping each rep reach their full potential.
- This role is ideal for a Senior Account Executive who consistently exceeds quota, enjoys mentoring peers, and wants to expand their impact beyond individual production.
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
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)
- 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.
- Our most recent funding round doubled our valuation to $1.2 billion - Meet Fintech's Newest Unicorn.
- The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).
Skills
- tools, process improvements, and career growth opportunities
- 5+ years of SaaS, technology, or consultative sales experience.
- Consistent track record of achieving or exceeding quota.
- Experience managing complex sales cycles and multiple stakeholders.
- Demonstrated success mentoring, onboarding, or coaching peers.
- Strong forecasting, pipeline management, and deal strategy skills.
- Excellent communication and presentation abilities.
- Highly organized, data-driven, and results-oriented.
- Desire to grow into formal people leadership over time.
- Experience helping onboard or train new Account Executives.
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.