[Hiring] Head of Commercial @WellTheory

Role Description

We're looking for a Head of Commercial to lead and scale the commercial engine powering WellTheory’s next stage of growth. In this role, you’ll report to the CEO and own the full go-to-market strategy, building a unified sales organization that drives predictable revenue and deep, long-term relationships with our employer and health plan partners. You'll also thoughtfully build and lead an exceptional team as it scales to 20+ members over the next 12–18 months.

This is both a strategic and hands-on leadership role: one that requires the ability to think at the portfolio level while still diving into deals, coaching a pitch, or refining messaging yourself. You'll be tasked with leading and developing a world-class sales team, joining sales calls as needed to help with day-to-day deal coaching. You’ll become an expert at pitching WellTheory and empowering a team that understands the art and science of the sale. You'll set the tone for how WellTheory builds trust, forges lasting partnerships, and delivers measurable impact across the healthcare ecosystem.

What You'll Do

• Shape how WellTheory shows up in the market and guide how we tell our story — from brand to buyer journey to outcomes.
• Work directly with the CEO to build sales strategy and plans, and meet or exceed revenue targets for the company.
• Develop the sales team, hire exceptional talent, and build a high-performing, repeatable commercial engine.
• Build and refine the playbook as the team scales over the next 12–18 months.
• Close your first WellTheory deal as part of your onboarding process, including generating pipeline, crafting outreach, running calls, and closing contracts.

Qualifications

• Proven commercial leadership with 12-18+ years of experience in sales roles with progressively increased scope.
• Experience leading sales or commercial teams in digital health, value-based care, or benefits innovation.
• Ability to build and scale revenue functions from early traction through growth.
• Experience managing complex, multi-stakeholder sales cycles with employers, payers, and channel partners.
• Fluency in GTM design, revenue forecasting, and pipeline strategy.
• Strong storytelling and relationship-building skills.

Requirements

• Experience building a category, not just selling in one.
• Team builder and coach with a focus on empathy and accountability.
• Roll-up-your-sleeves mentality; excited to get into the weeds.
• Strong verbal and written communication skills.
• Consultative approach to sales as a partnership.
• Data-driven & realist at heart, with a focus on clarity and accountability.

Benefits

• A team that genuinely cares about each other and the members we serve.
• A fully remote company that gathers every year for an annual retreat.
• On Target Earnings: $500,000 with final amount depending on directly relevant skills and experiences.
• Meaningful equity and benefits.

Company Description

WellTheory is a digital health company helping people with autoimmune conditions take control of their health through personalized care, nutrition guidance, and ongoing coaching. We're a team of 60+ passionate people who care deeply about helping our members reduce symptoms, feel better, and live fuller lives — while helping employers and payors reduce their spend.