Senior Vice President of Sales

Job Description SVP of Sales, Payer Healthtech | AI | $450K–$500K OTE Build the payer business. Shape the next phase of growth. The Company Our client is transforming healthcare administration with AI-powered technology that helps health plans and providers cut through the complexity of prior authorization. The impact? Less administrative waste, more efficient workflows and better access to care. Growing at a rate of 3x year over year, they have serious momentum. Now, with ambitions to reach $100M ARR over the next 3 to 5 years, the company is ready to unlock its next major growth opportunity. That's where you come in. The Opportunity We're looking for an entrepreneurial sales leader to own and scale its payer business, driving enterprise wins while unlocking significant growth across existing accounts. This is a genuine build opportunity. You'll have the freedom to shape the go-to-market strategy, open doors with major US health plans and build the sales engine needed to take the business to the next level. You'll be a player-coach, not a career manager. Expect to be in front of customers, building executive relationships, leading complex deals and turning opportunities into revenue. Working directly with the executive team and board, you'll have real influence over commercial strategy and the company's growth trajectory. The mandate is simple: protect what we've built, unlock what's possible and create a repeatable engine for growth. What You'll Do Own the number: Drive payer revenue through new logo acquisition and strategic account expansion. Win big deals: Build C-suite relationships and close high-value enterprise opportunities with major US health plans. Find the upside: Identify untapped revenue, develop strategic account plans and turn existing relationships into significant growth opportunities. Build from scratch: Create the sales playbook, pipeline generation strategy and commercial processes needed to scale. Think like an owner: Challenge assumptions, spot opportunities others miss and build a credible plan to accelerate growth. Shape the business: Partner with leadership and the board on forecasting, commercial performance and strategic priorities. Who You Are You're a proven enterprise seller who knows how to win in the payer market and wants the opportunity to build something bigger. You know the market. You've sold into major US healthcare payers and closed a meaningful enterprise deal within the last three years. You're a hunter. You create opportunities, build relationships and close deals. You don't wait for inbound leads or rely on someone else to make it happen. You've built through growth. You've experienced the realities of scaling a startup or scale-up and know how to make progress without layers of infrastructure. You sell strategically. You can navigate complex buying committees, build compelling business cases and sell the future, not just the product. You're commercially sharp. You understand the numbers, challenge the forecast and know how to turn ambition into a plan. You get AI. You're comfortable selling innovative technology and articulating its value to sophisticated enterprise buyers. Healthcare technology or AI experience is a plus. Large-team management experience is not the priority. Your ability to sell, build and deliver is. Above all, you're resourceful, commercially curious and energised by the challenge of building something that matters. Why apply? A genuine growth opportunity: Join a business with real traction, growing at 3x year over year. Room to make your mark: Build the payer sales function rather than inherit someone else's playbook. Big customers, big impact: Work on high-value enterprise deals in a market ripe for transformation. A seat at the table: Partner directly with executive leadership and influence the company's commercial direction. Meaningful upside: Help build a business targeting $100M ARR, with an indicative $450K–$500K OTE and potential equity participation. Ready to build? If you're an enterprise sales leader who knows how to win in healthcare, thrives on a challenge and wants ownership of a major growth opportunity, let's talk. Get in touch for a confidential conversation. twentyAI