VP, Enterprise Sales

About Plenful

Plenful is on a mission to transform healthcare operations from the inside out. Fresh off our $50M Series B and backed by Bessemer Venture Partners, Notable Capital, TQ Ventures, Susa/Kivu Ventures, and other leading investors, we’re building the category-defining AI agentic operating platform that healthcare teams rely on to operate smarter, faster, and more efficiently. Our technology empowers healthcare operators across hospital and health systems, pharmacies and payors to eliminate manual work, reduce administrative burden, and improve compliance, all while unlocking critical revenue to fund programs for their in-need patient populations.

Built by healthcare operators for healthcare operators, Plenful is driven by a deep understanding of the challenges facing today’s care teams. We’re passionate about equipping healthcare workers with world-class tools that deliver real, measurable impact, and we’re proud to serve leading healthcare organizations across the country. If you’re excited to help shape the future of healthcare, we’d love to meet you. Apply now to join our growing team.

About the role

Plenful is seeking a dynamic and innovative VP of Enterprise Sales to spearhead one of our Enterprise sales teams. You will lead and develop a team of Enterprise Account Executives within a fast-paced and high-growth healthcare technology company. Your leadership will have a direct impact on the growth of the sales org, the development of your team, and Plenful’s success achieving revenue goals. Leading by example you’ll be a champion of our Operating Principles and foster a collaborative, transparent, inclusive sales environment.
What you’ll do

• Lead a team of 5-10 sellers
• Consistently deliver against team revenue goals
• Recruiting and developing top sales talent
• Assist your team throughout their strategic sales cycles by deeply understanding customers needs and mapping them to the value
• Provide sales support and coaching to the team via daily/weekly engagements such as 1 on 1s, team meetings, recorded call reviews, pipeline management and deal strategy
• Lead forecasting across the team to provide visibility to senior leadership
• Review and revise team playbooks to drive efficiency and effectiveness in the sales funnel
• Be a critical member of the Plenful revenue leadership team partnering with our executives, our customer team, marketing and RevOps to achieve Plenful’s acquisition goals

What we're looking for

• 5+ years of experience managing high performing software sales teams (preferably in healthcare)
• Successful track record of 100%+ of quota achievement as a manager and individual contributor in Enterprise sales (preferably in healthcare tech)
• Healthcare and/or Pharmacy sales experience a bonus
• Previous experience recruiting, retaining, and developing a team from the ground up
• Excellent verbal and written communication skills
• High level of business acumen and ability to engage directly with the C-suite in the healthcare industry
• Previous Success and continued desire to work in a fast scaling sales organization

• Great benefits include unlimited PTO, health insurance, meal stipend, health & wellness stipend, team offsites, 401K matching, and stock options
• Join an all-star team with direct access to executive leadership
• Opportunities to further develop and refine your partnership acumen by partnering with our seasoned leaders