Regional VP, Sales (Central/Mid-West)

About Enjoin

At Enjoin, your work makes a meaningful impact. We partner with hospitals and health systems nationwide to improve documentation accuracy, strengthen compliance, and ensure patient care is accurately represented. By combining deep clinical and coding expertise with advanced technology, our team delivers measurable results that support better patient outcomes and appropriate reimbursement.

We're committed to building a collaborative, high-performing culture where people are supported, challenged, and empowered to grow. With more than 200 professionals and a national network of clinical experts, you'll work alongside talented colleagues who value collaboration, innovation, clinical excellence, and a shared commitment to delivering exceptional results.

Proudly Great Place to Work® Certified for three consecutive years, we're dedicated to creating an environment where our people can do their best work while making a real difference.

Job Summary

The Regional Vice President, Sales is a quota-carrying sales professional responsible for acquiring new hospital and health system clients and achieving sales targets within an assigned territory. This role owns the full sales cycle, from targeted prospecting and discovery through solution development, proposal negotiation, and contract execution, with direct accountability for converting qualified opportunities into closed business.

Reporting to the Chief Commercial Officer, the Regional Vice President builds relationships with senior healthcare executives, understands prospective clients’ financial and operational priorities, and develops compelling business cases that demonstrate Enjoin’s value. This role brings together internal clinical, operational, and commercial expertise to develop solutions that address client needs and align with Enjoin’s capabilities.

Success requires proactive prospecting, disciplined pipeline management, accurate forecasting, and persistence through complex healthcare sales cycles. The primary focus is new client acquisition, with support for expansion opportunities in designated existing accounts as assigned. Travel of up to 50% is required.

What You'll Do

• Drive new business growth. Own business development within an assigned territory and meet or exceed quarterly and annual sales targets.

• Develop a strategic territory plan. Prioritize hospitals, health systems, decision-makers, and opportunities aligned with Enjoin’s target markets and ideal client profile.

• Create qualified opportunities. Generate new business through targeted outreach, networking, industry relationships, referrals, conferences, and other prospecting activities.

• Build stakeholder relationships. Engage executive, clinical, financial, and operational leaders and navigate complex buying decisions involving multiple stakeholders.

• Lead discovery and solution development. Understand prospective clients’ business challenges and revenue cycle priorities, and connect their needs to Enjoin’s capabilities.

• Own the full sales cycle. Lead presentations, proposals, business case development, objection handling, negotiations, and procurement discussions through contract execution.

• Demonstrate measurable value. Develop business cases that clearly communicate the financial, operational, and clinical benefits of partnering with Enjoin.

• Coordinate internal expertise. Engage clinical, product, operations, marketing, HR, talent acquisition, and executive teams to advance opportunities and ensure proposed commitments are achievable.

• Manage pipeline and forecasts. Maintain a healthy, qualified pipeline, keep CRM records current, and provide reliable forecasts with clear next steps, risks, and expected close dates.

• Support account expansion. Partner with Client Success and Client Operations on growth opportunities within designated existing accounts.

• Strengthen market positioning. Stay current on Enjoin’s solutions, client outcomes, competitors, and healthcare trends, and share market intelligence and prospect feedback with internal teams.

• Represent Enjoin in the market. Participate in client meetings, conferences, and networking events, and collaborate with Marketing to improve targeting, messaging, campaigns, and sales materials.

Qualifications

Required

• Five or more years of relevant experience in healthcare sales, business development, or a related commercial role with responsibility for generating and closing new business.

• Demonstrated success selling to hospitals, health systems, or other complex healthcare organizations, including meeting or exceeding quotas and personally negotiating and closing new business.

• Proven ability to build relationships with senior healthcare executives and navigate organizations with multiple buyers, influencers, and stakeholders.

• Experience managing complex, consultative sales cycles from prospecting through contract execution.

• Strong written and verbal communication, presentation, discovery, and negotiation skills.

• Demonstrated ability to build and manage a sales pipeline and accurately forecast opportunities.

• Proficiency with CRM platforms and contemporary sales and prospecting tools.

• Ability to travel up to 50% for client meetings, conferences, and other business activities.

Preferred

• Knowledge of and experience selling solutions in healthcare revenue cycle, revenue integrity, clinical documentation improvement, coding, utilization management, or related areas.

• Experience selling physician-led consulting or technology-enabled services and translating clinical and operational expertise into measurable client value.

Work Environment & Expectations

• Remote, with up to 50% travel required and company-issued computer equipment provided.
• Monday - Friday during regular business hours
• Must maintain a secure home workspace and reliable high-speed internet connection
• Must maintain strict HIPAA compliance and confidentiality
• Demonstrate accountability, professionalism, and proactive communication

Why Enjoin

We offer a comprehensive total rewards package designed to support our team members professionally and personally, including:

• Comprehensive medical, dental, and vision insurance
• 401(k) with company match
• Generous paid time off plus eight paid holidays
• 100% remote work environment with company-provided equipment
• Professional development, leadership training, and internal growth opportunities
• Recognition programs and performance-based rewards
• Employee wellness resources and discount programs
• A collaborative, people-first culture recognized as a Great Place to Work® for three consecutive years

Equal Employment Opportunity

Enjoin is committed to fostering a diverse and inclusive workplace. Employment decisions are made without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or any other characteristic protected by applicable federal, state, or local law.