Sales Director

Enterprise Sales Director – Healthcare (Hospitals & Health Systems) Location: Remote or In-Person Type: Full-Time | Travel Required Reports to: CEO About the Company This fintech startup is creating a new category in employee financial wellness: Goal-Based Investing as a Workplace Benefit . Employees can automatically save and invest directly from their paycheck, with professionally managed portfolios sponsored by their employer. Employers love it because it improves retention, engagement, and financial resilience while delivering meaningful value at a fraction of traditional benefit costs—without ERISA fiduciary burden. The company is backed by experienced fintech leaders and is rapidly growing with employers, hospitals, and national benefits partners. About the Role A fast-growing fintech company is creating a new category in employee financial wellness . As the Enterprise Sales Director – Healthcare , you will own relationships, strategy, and sales execution with hospitals and healthcare organizations. You’ll educate CHROs, CFOs, Benefits Leaders, and Executive Teams on how the company improves workforce stability, financial wellness, and retention—at a fraction of the cost of traditional benefits. This is a senior hunter role . You will open doors, build trust, lead strategic sales cycles, and close enterprise partnerships. Responsibilities Build and own a proactive sales plan targeting hospitals, health systems, physician networks, and healthcare employers Identify, engage, and manage relationships with CHROs, CFOs, Total Rewards Leaders, and Benefits Leaders Partner with benefits brokers, consultants, and healthcare-focused distribution partners Develop executive-ready proposals and financial benefit cases Represent the company at healthcare benefits conferences and industry events Maintain pipeline accuracy and clear deal probability reporting Collaborate with Implementation & Customer Success to ensure successful onboarding Success Looks Like Signed enterprise health systems and multi-location hospitals Clear, growing pipeline coverage Strong executive relationships in healthcare benefits ecosystem Repeatable sales motions and learnings built into company playbook Qualifications 5+ years selling enterprise benefits, healthcare solutions, HR tech, SaaS, or fintech into hospitals or health systems Established relationships in healthcare HR/Benefits strongly preferred Executive presence with ability to sell to strategic leadership Strong storytelling and consultative selling skills Proven ability to close 6–7 figure enterprise deals Comfortable in an early-stage, build-it-as-we-scale environment #J-18808-Ljbffr