Head of Sales at The Path | CA, US | Rezi

Head of Sales at The Path

Head of Sales

The Path · CA, US

3 weeks ago

Head of Sales

The Path · CA, US

24 days ago
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About the Role

Build The Path's B2B revenue engine from zero, taking the first deals from initial conversation to signature. You will convert warm introductions and outbound efforts into signed contracts, and work with founders to identify successful sales channels, pricing, and cycles. As the sales motion proves effective, you will document the playbook and hire a team to scale it.

Responsibilities

  • Personally close the first contracts within 12 months, including paid pilots and six- and seven-figure deals, with at least one expanding flagship account.
  • Convert VIP introductions into contracts by personally running them to signature without hand-holding.
  • Establish, within 12 months, which channels convert, at what price, and on what sales cycle, based on real deal evidence.
  • Maintain an honest pipeline with real forecasts.
  • Document the sales playbook, including targeting, pitch, pricing, proposal, and close, for future hires.
  • Hire and manage sellers to scale the sales motion.

Requirements

  • Early or senior sales leader at a digital health or behavioral health company that grew from zero to significant revenue.
  • Experience selling into employers and knowledge of benefits consultants and brokers.
  • Proven track record of personally closing six- and seven-figure contracts for new products.
  • Comfortable functioning as the entire sales function, including sourcing pipeline, managing the sales process, and closing independently.
  • Desire to repeat the early-stage sales cycle with increased ownership in a meaningful category.
  • 10+ years of experience personally sourcing and closing six- and seven-figure deals, selling digital health or benefits products into employers.
  • Ability to generate your own pipeline; not a sales operations person or account manager.
  • Understanding of where deals typically fail (security review, legal, clinical scrutiny, budget cycles) and ability to address these risks early.
  • Credibility and composure when interacting with Fortune 500 CEOs, celebrity founders, and billionaire investors, with the ability to convert these interactions into next steps and contracts.
  • Ability to simultaneously pressure-test pricing and channel strategy and conduct targeted outreach.
  • Ability to operate at high velocity in ambiguous environments with minimal supervision.
  • Ensured pipeline stages, forecasts, and follow-ups are always accurate.
  • Experience hiring and managing sellers.
  • Genuine conviction and passion for mental health, which is perceptible to buyers.

Skills

  • Sales
  • B2B Sales
  • Revenue Generation
  • Contract Negotiation
  • Pipeline Management
  • Sales Strategy
  • Forecasting
  • Playbook Development
  • Team Building
  • Client Relationship Management
  • Outbound Sales
  • Business Development

Location

  • San Francisco

Work Type

  • Hybrid
  • Full-time

Experience Level

  • 10+ years

About the Company

  • The Path is building a B2B revenue engine in the digital health or behavioral health space.