Regional VP, Health Systems Sales

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Regional VP, Health Systems Sales based in the United States. This is an exciting opportunity for a strategic sales leader to accelerate growth in the digital health and healthcare technology sector. You will lead enterprise sales initiatives targeting regional and national health systems and health plans, building a strong pipeline and converting strategic opportunities into long-term partnerships. The role focuses on consultative selling, executive relationship management, and navigating complex healthcare purchasing environments. You will collaborate with cross-functional teams to demonstrate the value of AI-powered behavioral science solutions that improve patient engagement and help close gaps in preventive and chronic care. As a trusted advisor to senior healthcare leaders, you will connect business priorities with innovative technology to drive measurable outcomes. This remote-first position offers the opportunity to influence healthcare delivery at scale while contributing to the growth of an ambitious, mission-driven organization. Candidates must be authorized to work in the United States without requiring visa sponsorship and must attend a mandatory, company-paid onboarding week at an office in Tennessee.

Enterprise Sales Strategy: Develop and execute strategic sales plans targeting regional and national health systems and health plans, identifying new opportunities and building a sustainable pipeline to achieve and exceed revenue targets. New Business Development: Generate qualified leads, establish relationships with prospective customers, and guide opportunities through every stage of the sales cycle, from initial outreach and discovery to negotiation and contract closure. Executive Relationship Management: Build trusted relationships with C-suite executives and key decision-makers within target accounts. Understand their strategic priorities, operational challenges, and business objectives to position solutions as valuable investments. Consultative Selling: Demonstrate the value of AI-powered healthcare technology by connecting behavioral science, machine learning, and personalized engagement strategies to customer needs, healthcare outcomes, and organizational goals. Healthcare Ecosystem Engagement: Leverage relationships across health plans, health systems, employers, consultants, and other industry stakeholders to identify partnership opportunities and accelerate enterprise sales. Account Growth and Expansion: Identify opportunities to expand existing relationships, strengthen customer engagement, and develop long-term strategic partnerships that support sustainable business growth. Complex Deal Management: Lead sophisticated enterprise sales processes, manage multiple stakeholders, navigate procurement requirements, and negotiate complex commercial agreements to achieve mutually beneficial outcomes. Cross-Functional Collaboration: Partner with Product, Clinical, National Accounts, Network, Legal, and other internal teams to address customer needs, resolve obstacles, and align solutions with strategic opportunities. Pipeline and CRM Management: Maintain accurate sales pipeline records, forecasts, account activity, and opportunity progression within Salesforce. Use sales data to prioritize activities, identify gaps, and improve conversion rates. Market Development and Brand Building: Strengthen market visibility and credibility by engaging healthcare leaders, participating in executive discussions, and presenting solutions to relevant audiences. Sales Performance and Execution: Manage multiple priorities in a fast-paced environment, prepare thoroughly for meetings, maintain consistent follow-up, and adapt sales strategies to evolving customer needs and market conditions. Requirements Professional Experience: At least 7 years of relevant sales experience, preferably within digital health, virtual care, healthcare technology, or a health system environment. Enterprise Healthcare Sales: Demonstrated success selling complex solutions to regional or national health systems, health plans, or payers, with a strong understanding of enterprise sales cycles and healthcare purchasing structures. AI and Healthcare Technology: Experience selling AI- or machine learning-enabled solutions within an early-stage healthcare technology company, with the ability to communicate technical value in clear, business-oriented terms. Executive-Level Relationship Building: Proven ability to establish and maintain collaborative relationships with C-suite executives and senior decision-makers across multiple functions and organizational levels. Healthcare Industry Knowledge: Strong understanding of healthcare economics, industry trends, payer-provider relationships, and the strategic priorities affecting health systems and health plans. Complex Negotiation Skills: Experience managing enterprise contracts, navigating procurement processes, addressing stakeholder concerns, and negotiating agreements that support long-term commercial success. Cross-Functional Collaboration: Ability to work effectively with Product, Clinical, Legal, Network, National Accounts, and other teams to coordinate complex opportunities and deliver customer-focused solutions. Sales Pipeline Management: Experience developing sales pipelines, forecasting revenue, managing opportunities, and maintaining accurate CRM records. Familiarity with Salesforce is highly desirable. Communication and Presentation: Excellent verbal and written communication skills, strong meeting preparation and follow-up habits, and confidence presenting complex solutions to senior executives and large audiences. Organization and Project Management: Strong organizational and project management capabilities, with the ability to coordinate multiple stakeholders, manage competing priorities, and maintain momentum across lengthy sales cycles. Autonomy and Adaptability: Comfortable working independently in a remote environment, taking initiative, and adapting strategies to changing business priorities and customer requirements. Sales Intelligence Tools: Familiarity with ZoomInfo, Definitive Healthcare, and Salesforce is preferred. Work Authorization: Must be legally authorized to work in the United States without current or future employer visa sponsorship. Onboarding Availability: Willingness to attend a mandatory first-week onboarding program onsite at an office in Tennessee, with travel expenses covered by the employer. Benefits Competitive Compensation: Annual base salary ranging from $150,000 to $180,000 , plus performance-based incentives. Comprehensive Healthcare: Medical insurance, including a Health Savings Account (HSA) option, along with dental and vision coverage. Financial Protection: Company-paid short-term and long-term disability insurance, as well as life and accidental death and dismemberment (AD&D) coverage. Retirement Planning: 401(k) retirement savings plan with company matching contributions. Flexible Paid Time Off: Flexible time-off policy designed to support work-life balance and personal needs. Company Holidays: 10 paid holidays per year, quarterly company closure dates, and an additional holiday-week company closure. Paid Parental Leave: Six weeks of paid parental leave to support employees and their families. Remote Work: Work-from-home flexibility, with the option to work in a hybrid arrangement for candidates based in Tennessee. Paid Onboarding Travel: Travel expenses covered for the mandatory first-week onboarding experience at an office in Tennessee. Mission-Driven Impact: Opportunity to contribute to AI-powered healthcare innovation, improve patient engagement, and help transform how preventive and chronic care are delivered. Collaborative Environment: Work closely with cross-functional teams and healthcare executives while helping shape commercial growth and strategic partnerships.