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FreedFreed

Head of New Business, Sales

Lead and scale a team of Account Executives at an early-stage AI healthcare startup, owning B2B sales execution, coaching, pipeline management, and revenue target achievement.

About the job

Responsibilities

  • Lead, coach, and develop a team of Account Executives to consistently achieve revenue targets
  • Establish a high-performance culture centered on accountability, execution, continuous improvement, and customer outcomes
  • Conduct regular pipeline reviews, deal inspections, and forecast reviews to improve conversion rates and forecasting accuracy
  • Partner directly with Account Executives on strategic opportunities, executive relationships, and complex negotiations
  • Improve win rates through structured coaching, call reviews, and opportunity management
  • Analyze performance metrics and identify opportunities to increase productivity across the sales organization
  • Recruit, interview, and onboard top sales talent as the team expands
  • Design and refine compensation plans, performance standards, and operating rhythms that support growth
  • Collaborate closely with Marketing, Product, Customer Success, and Leadership to improve the customer journey and accelerate growth
  • Surface market feedback, competitive intelligence, and customer insights that influence company strategy
  • Drive the successful launch and adoption of new products, creating scalable sales strategies and processes from the ground up
  • Establish and continuously improve a high-performing sales operations infrastructure to enable efficiency, visibility, and scale across the sales organization

Requirements

  • 10+ years of experience in B2B SaaS/AI sales, including multiple years leading quota-carrying sales teams
  • Previous experience in an early-stage or high-growth company
  • Previous experience managing and scaling a high-volume SMB sales business
  • Strong operational rigor, with the ability to build scalable processes, drive execution, and maintain a high bar for quality and accountability
  • Demonstrated success managing Account Executives and consistently delivering against revenue targets
  • Strong forecasting and pipeline management capabilities with a track record of improving sales execution through inspection and coaching
  • Experience participating in and helping close complex, multi-stakeholder deals
  • Exceptional coaching skills with the ability to elevate both top performers and developing talent
  • Deep understanding of sales process, qualification, opportunity management, and performance metrics
  • Strong business acumen and executive presence
  • High motivation, self-direction, and an intrinsic sense of ownership and accountability
  • Ability to thrive in a fast-paced, low-process, entrepreneurial environment

Nice to Haves

  • Experience selling into healthcare organizations, medical groups, health systems, or healthcare technology buyers
  • Familiarity with AI-powered products and emerging healthcare technologies
  • Experience building sales processes, compensation plans, and recruiting systems
  • Experience supporting enterprise and strategic account sales motions

Benefits

  • Competitive salary and equity in a high-growth company
  • Medical, dental, and vision coverage for US-based employees
  • Unlimited PTO
  • 401(k) plan
  • Commuter stipend for San Francisco-based employees

Skills

B2B SaaS Sales, AI Sales, Account Executive Management, Pipeline Management, Forecasting, Sales Coaching, Deal Negotiation, Sales Process Design, Compensation Plan Design, Sales Operations

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