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At Transcarent, we’re transforming healthcare with innovation, transparency, and humanity at the center. As Group Vice President, Sales, you’ll lead a passionate sales team responsible for driving growth across employer and payer relationships in the Western U.S. You’ll set the vision, shape the strategy, and build lasting partnerships that improve lives and redefine what great healthcare can look like.
This is a hands-on leadership role—equal parts strategist, coach, and market ambassador. You’ll inspire your team to deliver bold results while representing Transcarent’s mission in the market.
What You’ll Do
Lead with Purpose
- Inspire, coach, and empower a high-performing sales team to exceed ambitious growth goals.
- Define and execute a regional go-to-market strategy aligned with Transcarent’s mission and priorities.
- Serve as an executive sponsor for key clients and prospects, building trust with C-suite leaders across large, self-funded employers and health systems.
- Partner across Marketing, Product, Client Success, Sales Operations, and Enablement to bring big ideas to life and ensure a seamless client experience.
Drive Growth & Impact
- Build and nurture strong relationships with employers, brokers, consultants, and third-party administrators across the region.
- Lead disciplined pipeline management and forecasting, using Salesforce and data-driven insights to guide strategy and results.
- Drive complex, enterprise-scale deals ($5M–$10M+) through long B2B sales cycles with creativity and empathy.
- Represent Transcarent at industry events and conferences, amplifying our brand and shaping how the market views healthcare transformation.
- Use market intelligence and client feedback to inform innovation and product strategy.
Build for Scale
- Establish and refine sales processes, metrics, and best practices that support sustainable growth.
- Collaborate with executive leadership on pricing, contracting, and partnership strategies.
- Attract, develop, and retain top sales talent through coaching, recognition, and meaningful career growth.
- Foster a culture that values integrity, curiosity, collaboration, and long-term relationships.
About You
You’re a purpose-driven leader who inspires clarity, confidence, and performance. You bring an entrepreneurial mindset and thrive in fast-paced, high-growth environments. A trusted connector, you build strong relationships with executives, partners, and teams alike — all while staying grounded in a deep sense of mission and a desire to improve healthcare and make a real difference in people’s lives. You also bring:
- 15+ years of enterprise sales experience in healthcare, benefits, or health technology, including 5+ years leading regional or national teams.
- Proven record of exceeding $100M+ in regional sales or pipeline responsibility.
- Success closing complex, enterprise-level deals ($5–10M+) through long B2B sales cycles.
- Strong relationships across employer, consultant, and broker networks in the Western U.S.
- Experience collaborating with Sales Ops, Enablement, Marketing, and Product on integrated go-to-market plans.
- Exceptional executive presence and communication skills.
- Proven ability to build and lead high-performing teams.
- Proficiency in Salesforce and data-driven sales management.
- Bachelor’s degree required; MBA or advanced degree preferred.
- Willingness to travel up to 50% across the Western U.S.
Who we are
Transcarent and Accolade have come together to create the One Place for Health and Care, the leading personalized health and care experience that delivers unmatched choice, quality, and outcomes. Transcarent’s AI-powered WayFinding, comprehensive Care Experiences – Cancer Care, Surgery Care, Weight – and Pharmacy Benefits offerings combined with Accolade’s health advocacy, expert medical opinion, and primary care, allows us to meet people wherever they are on their health and care journey. Together, more than 20 million people have access to the combined company’s offerings. Employers, health plans, and leading point solutions rely on us to provide trusted information, increase access, and deliver care.
We are looking for teammates to join us in building our company, culture, and Member experience who:
- Put people first, and make decisions with the Member’s best interests in mind
- Are active learners, constantly looking to improve and grow
- Are driven by our mission to measurably improve health and care each day
- Bring the energy needed to transform health and care, and move and adapt rapidly
- Are laser focused on delivering results for Members, and proactively problem solving to get there
Total Rewards
Individual compensation packages are based on a few different factors unique to each candidate, including primary work location and an evaluation of a candidate’s skills, experience, market demands, and internal equity.
Salary is just one component of Transcarent's total package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock options.
Our benefits and perks programs include, but are not limited to:
- Competitive medical, dental, and vision coverage
- Competitive 401(k) Plan with a generous company match
- Flexible Time Off/Paid Time Off, 12 paid holidays
- Protection Plans including Life Insurance, Disability Insurance, and Supplemental Insurance
- Mental Health and Wellness benefits
Transcarent is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you are a person with a disability and require assistance during the application process, please don’t hesitate to reach out!
Research shows that candidates from underrepresented backgrounds often don’t apply unless they meet 100% of the job criteria. While we have worked to consolidate the minimum qualifications for each role, we aren’t looking for someone who checks each box on a page; we’re looking for active learners and people who care about disrupting the current health and care with their unique experiences.
Transcarent San Francisco, California, USA Office
San Francisco, CA, United States
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