Vice President, Sales - Labor Market

Thank you for considering Progyny!

We’re seeking a high-performing, strategic Vice President of Sales to lead Progyny’s expansion into the Labor Market—including union groups, Taft-Hartley plans, and large employers with workforce-based coverage. This role is ideal for a sales executive who thrives in complex, relationship-driven sales environments and has a strong track record selling into labor organizations, public sector entities, or multi-employer health plans. 

As VP of Sales – Labor, you’ll be responsible for developing and executing a go-to-market strategy that drives revenue growth, builds deep relationships with key labor stakeholders, and positions Progyny’s family building benefits as a must-have solution for organizations prioritizing healthcare equity and reproductive health. 

Travel is required for this position

What you’ll do…

• Own and lead the labor-focused sales strategy, targeting unions, multi-employer health plans, and large labor-intensive organizations. 

• Cultivate relationships with union benefit leaders, trustees, and Taft-Hartley fund administrators to drive adoption of Progyny’s solutions. 

• Navigate long-cycle, complex deals involving RFPs, collective bargaining agreements, and multi-party decision making. 

• Partner with internal stakeholders to support RFP/RFI development, pricing strategy, and solution positioning. 

• Build pipeline across key sectors such as public works, transportation, education, and service industries. 

• Stay ahead of industry trends, labor-specific healthcare legislation, and market shifts to inform strategy and messaging. 

• Represent Progyny at labor conferences, public-sector summits, and union health fund events. 

• Collaborate cross-functionally with product, marketing, compliance, and legal teams to ensure alignment with labor needs and contract requirements. 

• Serve as a trusted advisor and subject matter expert for labor-focused partnerships and benefit program design. 

About you…

• Bachelor's degree in Business, Healthcare Administration, Public Policy, or a related field. 

• 10+ years of B2B sales experience in healthcare, benefits, or insurance—with a deep focus on labor, union, or public-sector markets. 

• Proven success selling complex healthcare solutions to large organizations or health funds, ideally with Taft-Hartley or union fund experience. 

• Expertise in government and labor procurement processes, RFPs, compliance frameworks, and contracting vehicles. 

• Exceptional relationship-building skills and the ability to influence senior-level decision-makers, benefit committees, and boards of trustees. 

• Strong business acumen with a consultative selling style and a deep understanding of workforce health equity. 

• Self-starter mindset with a collaborative spirit and the ability to thrive in a mission-driven, fast-growing organization. 

• Proficiency with Salesforce or equivalent CRM platforms. 

Please note: Progyny is unable to provide visa sponsorship for this position. Candidates must be authorized to work in United States without the need for sponsorship, now or in the future.  

About Progyny:   

Progyny (Nasdaq: PGNY) is a global leader in women’s health and family building solutions, trusted by the nation’s leading employers, health plans and benefit purchasers. We envision a world where everyone can realize dreams of family and ideal health. Our outcomes prove that comprehensive, inclusive and intentionally designed solutions simultaneously benefit employers, patients and physicians. 

Our benefits solution empowers patients with concierge support, coaching, education, and digital tools; provides access to a premier network of fertility and women's health specialists who use the latest science and technologies; drives optimal clinical outcomes; and reduces healthcare costs.  

 Our mission is to empower healthier, supported journeys through transformative fertility, family building and women’s health benefits.  

Headquartered in New York City, Progyny has been recognized for its leadership and growth as a TIME100 Most Influential Company, CNBC Disruptor 50, Modern Healthcare's Best Places to Work in Healthcare, Forbes' Best Employers, Financial Times Fastest Growing Companies, Inc. 5000, Inc. Power Partners, and Crain's Fast 50 for NYC. For more information, visit