About SureCo: At SureCo, we pride ourselves on being a customer service-driven organization dedicated to enhancing the health and well-being of working Americans through innovative healthcare solutions. Established in 2016, SureCo has been at the forefront of leveraging the Affordable Care Act (ACA) and Individual Coverage Health Reimbursement Arrangement (ICHRA) to provide quality, affordable healthcare options. Our commitment to driving change in the healthcare industry is reflected in our advanced Enrollment Platform, which offers access to over 5,000 health plan options from 140+ carriers. As we continue to grow and expand our services, we are building out a team of Regional Sales Directors who will play a pivotal role in our ongoing success.   

Position Summary: SureCo is seeking a dynamic, seasoned Regional Sales Director to drive new business growth through the broker and/or consultant channels. This is a pure hunter role for a high-performing sales leader who thrives in complex environments and has deep experience building channel relationships. As a Regional Sales Director, you’ll own the full sales cycle—from education and analysis to strategic contribution design and contract execution. You'll serve as the go-to ICHRA expert and play a key role in building the SureCo brand in your region through events, partnerships, and thought leadership. 

Responsibilities:  

• Build and manage a referral-driven broker channel. Identify, develop, and nurture broker and consultant partnerships to generate new logo opportunities. 
• Educate and activate partners. Provide training and thought leadership on ICHRA and SureCo’s platform. 
• Own the full sales cycle. Manage all aspects of the deal—from prospecting to final contracting. This includes: 

                  Running financial analyses 

• Expand regional market presence. Represent SureCo at industry events, seminars, and symposiums. 
• Act as a subject matter expert. Stay current on healthcare legislation and trends impacting ICHRA and employee benefits. 
• Hit revenue targets. Deliver consistent performance against assigned quota and pipeline metrics. 

What We Are Looking For: 

Must-Haves: 

• 10+ years of B2B sales experience, including 5+ years in enterprise-level or complex consultative sales. 
• Proven track record of President’s Club or top-performer accolades in at least 50% of sales years. 
• Experience selling through brokers or channels, particularly in: 

                 Payroll solutions 

                 Benefits administration (ben admin) 

                 Stop-loss/self-funded plans 

                 Reference-based pricing (RBP) 

• Ability to educate, influence, and challenge partners with innovative ideas. 
• Professional presence and communication skills—able to represent SureCo with credibility to executives and industry peers. 
• Strategic mindset with creativity in solving partner and client challenges. 
• High degree of autonomy and accountability. 

Nice-to-Haves: 

• Previous ICHRA knowledge. 
• Experience launching new concepts or solutions in emerging markets. 

What We Offer 

• Competitive base salary with uncapped commissions:

                  1st year OTE $280,000 

                   2nd year+ OTE $400,000 

• Opportunity to shape the future of healthcare benefits 
• Supportive, innovative, and mission-driven team 
• Regional ownership and brand-building autonomy 

If you are a top-performing, entrepreneurial sales leader who can navigate complexity and thrive in ambiguity, join us at SureCo and help employers modernize health benefits for the future.