Revenue Growth & Accountability: Own companywide NEW revenue targets, shape the GTM structure, resource plan, and channel strategy to drive ARR from $80M to $200M+; Manage sales team P&L with accountability for revenue, cost management, and profitability; Report on performance and projections to executive leadership and board stakeholders
Team Leadership & Development: Lead a high-performing team of Regional VPs and sales professionals across the U.S.; Cultivate a values-driven leadership culture aligned with First Stop Health's core values; Serve as a builder-operator hybrid, comfortable with both strategy and execution; Recruit, develop, and retain strong sales leaders; grow team size and capabilities to match business objectives
Sales Strategy & Execution: Transition team structure from full-cycle reps to a specialized, close-focused organization (e.g., SDRs, AEs); Partner closely with Solutions Consulting and Customer Success to ensure seamless pre- and post-sale experiences; Oversee annual sales territory planning, including territory design, quota setting, and hiring plans
Performance Management & Enablement: Centralize and enhance sales training through strategic hires or outsourced partners; Drive rep productivity: Improve new rep performance by 20%, reduce ramp time, and increase contribution margin per rep; Equip team with choice architecture tools and financial storytelling capabilities to close deals with employer buyers and CFOs
Go-To-Market and Expansion: Contribute to long-term GTM strategy in collaboration with executive leadership; Prepare to assume ownership of Partnerships function within 12 months
Requirements
10+ years of progressive sales leadership
Experience collaborating directly with Finance, Product, and Marketing on scaling from ~$50M to $150M+ revenue and 40% YoY growth expectations
Experience building and leading large sales orgs (40+ reps) with tiered structures (VPs, RMs, AEs, SDRs)
Deep experience in healthcare sales to employers via the broker/consultant channel
Track record of developing and executing broker incentive programs