Regional Sales Executive

About the Role

The role requires a strong understanding of the acute care environment, including Revenue Cycle, Finance, and operational workflows. You will be selling into executive stakeholders, including CFOs, SVP/CRO Revenue Cycle, and VP Finance, and translating solutions into financial and operational impact. Your exceptional sales skills, combined with your knowledge of the healthcare technology sector, will enable you to drive business growth and expand Pivotal Health's presence within health systems.

As a Regional Sales Executive, you will be working in a fast-paced, dynamic environment, with a high degree of ownership and autonomy. You will be expected to be highly organized, with strong pipeline management, forecasting discipline, and experience working within a CRM system like Salesforce.

What You Will Do

• Generate pipeline by building new relationships with health system CFOs, Revenue Cycle, and Finance leadership
• Own complex sales cycles, progressing opportunities from initial outreach through close, managing multiple stakeholders, timelines, and deal requirements
• Develop account strategy, owning account planning, identifying decision-makers and champions, and aligning deals to customer priorities, budget, and ROI
• Partner on deal execution, working closely with the CRO on negotiations, contracting, and closing
• Maintain executive relationships, building credibility with senior stakeholders and positioning yourself as a trusted partner
• Drive pipeline discipline, maintaining accurate pipeline tracking, forecasting, and CRM hygiene
• Support customer transition, partnering with Customer Success to ensure smooth onboarding, implementation, and identifying expansion opportunities
• Improve the motion, bringing ideas to reduce sales cycle time and improve how we engage and win with health systems
• Collaborate with cross-functional teams, including sales, marketing, and customer success, to drive business growth and expand Pivotal Health's presence within health systems
• Develop and execute sales strategies, leveraging market trends, customer insights, and competitive analysis to drive revenue growth

What We Are Looking For

• 3+ years of quota-carrying sales experience in healthcare IT or SaaS, with a track record of exceeding targets selling into health systems
• Strong understanding of the acute care environment, including Revenue Cycle, Finance, and operational workflows
• Proven ability to generate pipeline and close net new business in complex, multi-threaded sales cycles
• Experience selling to executive stakeholders, including CFOs, SVP/CRO Revenue Cycle, and VP Finance
• Strong executive presence, with the ability to build credibility and drive deal progression
• Highly organized, with strong pipeline management, forecasting discipline, and experience working within a CRM system like Salesforce
• Comfortable operating in an early-stage, fast-moving environment with a high degree of ownership
• Strong communication and interpersonal skills, with the ability to build strong relationships with customers, colleagues, and partners
• Ability to work in a remote environment, with a strong ability to self-motivate and manage time effectively

Nice to Have

• Experience with sales analytics and performance metrics, with the ability to drive data-driven decision making
• Knowledge of the healthcare reimbursement landscape, including IDR and other relevant regulations
• Experience working with cross-functional teams, including sales, marketing, and customer success
• Strong understanding of sales methodologies, including solution selling, consultative selling, and sales enablement
• Experience with sales automation tools, including CRM, sales analytics, and sales enablement platforms

Benefits and Perks

• Target total compensation range of $300,000 - $325,000 OTE
• Base salary:
  50,000 -

  75,000
• Uncapped earnings tied directly to performance
• Comprehensive benefits package, including medical, dental, and vision insurance
• Generous PTO policy, with flexible vacation time and holidays
• Remote work stipend, with the ability to work from anywhere
• Professional development opportunities, including training, mentorship, and education reimbursement
• Collaborative, low-ego team environment, with a strong focus on innovation and customer satisfaction

• Develop a strong understanding of the healthcare reimbursement landscape, including IDR and other relevant regulations, to demonstrate your expertise and value to potential employers.
• Leverage your network to get introductions to key decision-makers at health systems, and build strong relationships with executive stakeholders.
• Prepare to talk about your experience with CRM systems like Salesforce, and how you have used data and analytics to drive sales performance and revenue growth.
• Be prepared to discuss your sales strategy and approach, including how you generate pipeline, progress opportunities, and close deals in complex sales cycles.
• Research Pivotal Health's competitors and be prepared to discuss how the company's innovative AI-driven platform differentiates itself in the market.
• Practice your executive presence and communication skills, including your ability to build credibility and drive deal progression with senior stakeholders.
• Be prepared to discuss your experience working in a fast-paced, dynamic environment, and how you have managed multiple priorities and deadlines in previous roles.