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Director of Sales

Career1Source - Executive Recruiting · Chicago, IL, USA ·

Pay:
125.000
Job type:
Full Time

We’re partnering with a rapidly growing, innovative healthcare organization that is redefining how employers deliver care to their workforce. Backed by strong leadership and significant growth momentum, this company is building a modern, scalable model that is gaining real traction in the market.

They’re looking for a Director of Sales to take ownership of a key territory, build meaningful relationships with employers and advisors, and drive new revenue through a highly differentiated offering. This is a high-impact, high-visibility role with uncapped earning potential and real upside .

What You’ll Do

  • Own and grow a defined territory—building a strong, predictable pipeline
  • Develop relationships with employers, brokers, and benefits consultants
  • Lead the full sales cycle from prospecting through close (complex, multi-month deals)
  • Act as a trusted advisor to clients, positioning a modern approach to employee healthcare
  • Partner cross-functionally with marketing, operations, and leadership to drive results
  • Represent the organization in the market through events, networking, and industry engagement

What We’re Looking For

  • 3+ years of B2B sales experience (healthcare or benefits-related strongly preferred)
  • Experience selling into mid-to-large employers (250+ employees)
  • Proven ability to build relationships with brokers, consultants, and key stakeholders
  • Track record of consistently exceeding quota
  • Entrepreneurial mindset with a strong drive to win

Why This Role

  • Uncapped earnings with strong OTE potential
  • Opportunity to help scale a high-growth, disruptive healthcare model
  • High level of autonomy with meaningful impact on company growth
  • Strong leadership team and clear market opportunity

If you (or someone in your network) might be a fit, I’d welcome a quick conversation.

*Candidates must be eligible to work in the US as well as meet the qualifications listed above in order to be considered for the Director of Sales.

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