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Employee Benefits Sales Director
NY, USA
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Join a well-established leader in the employee benefits and insurance industry, providing mid-market companies with comprehensive solutions across insurance, retirement, and technology platforms. You’ll have the autonomy to grow your business while benefiting from a strong support structure. This fully remote role focuses on driving new business in the Northeast, with a mix of self-driven prospecting and established referral networks. With uncapped commissions, substantial earning potential, and long-term career growth, this is an opportunity to take ownership of your success.


Compensation & Benefits

  • Base Salary: $100,000 - $150,000
  • OTE Potential: $180,000 (Year 1), $280,000 (Year 3), $380,000+ (Year 5)
  • Commission: 40% on new business, 25% residuals on renewals
  • Top Performance: Last year’s highest producer exceeded $850,000, with two others surpassing $500,000
  • Incentives: Additional first-year performance-based incentives may apply
  • Benefits: Health insurance, retirement plan, performance incentives, and more


Why Join Us?

  • High Earning Potential: Uncapped commissions and long-term residuals provide strong financial incentives
  • Autonomy & Entrepreneurship: Run your business your way while leveraging an established brand and support structure
  • Comprehensive Support: Dedicated service teams handle administrative tasks so you can focus on selling
  • Industry-Leading Solutions: Sell a broad suite of services that provide real value to clients
  • Strong Career Growth Potential: As the company grows, leadership and expanded roles may become available
  • Work-Life Balance: Fully remote role with flexible work arrangements and manageable travel within your assigned territory
  • Organizational Stability: Join a reputable firm with a strong track record in employee benefits and a growing market presence


What You Need to Succeed

  • Minimum 5 years of sales experience in employee benefits, payroll, HCM, or a related field
  • Strong network of industry contacts and ability to develop referral relationships
  • Proven success selling to HR and finance decision-makers in mid-market companies
  • Ability to travel within your territory – mostly day trips with occasional overnight travel required. 
  • Hunter mentality—self-starter with the drive to generate and close new business
  • Life, Accident, and Health Insurance License preferred but not required if relevant experience is present
  • Ability to work independently while leveraging internal support teams


What You’ll Do

  • Act as a trusted consultant, identifying client needs and delivering tailored employee benefits solutions
  • Drive new business through prospecting, networking, and referral relationships
  • Engage with HR and finance leaders to provide strategic benefits solutions that align with their company goals
  • Leverage a diverse portfolio of offerings, including insurance, retirement solutions, and technology platforms
  • Collaborate with internal teams to ensure seamless service delivery and ongoing client satisfaction
  • Manage your territory with autonomy, while benefiting from pre-sale, quoting, and post-sale implementation support


Who We Are

We are a trusted partner in the employee benefits and insurance space, offering comprehensive solutions that help mid-market companies manage and optimize their benefits strategies. Our firm provides a wide range of services, including insurance, retirement solutions, and cutting-edge benefits technology, ensuring that our clients receive tailored, high-impact solutions that meet their evolving needs. We pride ourselves on a consultative sales approach, allowing our team to act as strategic advisors rather than pushing one-size-fits-all products. Our professionals benefit from an entrepreneurial yet supportive environment, with the resources and backing of a well-established, national organization. We believe that the right benefits strategy makes all the difference for businesses and their employees. If you’re looking for a company that values expertise, autonomy, and high earning potential, we invite you to join our team.

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