Insurance & Employee Benefits Sales Director

Location: Must live within commuting distance of Owings Mills, MD

Work Setup: Hybrid but primarily remote; in-office only as needed (no weekly schedule)

Compensation: $75,000–$85,000 base + annual bonus (total comp $120K+)

Benefits: Full benefits package, generous PTO, 13 paid holidays, 401(k) with employer contribution, and flexible remote work

Minimum Requirement: At least 5 consecutive years of insurance industry experience with stable tenure

About the Role

You will build and grow relationships with unions, brokers, consultants, and employer groups across the Mid-Atlantic region. You will generate new business, expand market reach, promote benefits consulting and TPA services, and position the organization as a trusted partner for employee benefits solutions. The role blends remote work with occasional in-person collaboration at the Owings Mills office.

What You Will Do

• Develop relationships with labor union leadership
• Sell and promote consulting, enrollment, and TPA services
• Build and maintain broker, consultant, and employer relationships
• Identify and pursue new business through outreach and referrals
• Expand opportunities within existing relationships
• Lead consultative sales meetings and present tailored solutions
• Coordinate onboarding with internal teams
• Represent the organization at industry events
• Track pipeline activity and maintain CRM records
• Share market insights to improve products and strategy

What You Bring

• At least 5 consecutive years of insurance industry experience with steady tenure
• Experience in employee benefits, voluntary/ancillary benefits, or related insurance fields
• Strong communication and presentation skills
• Ability to manage multiple opportunities and drive consultative sales
• Proficiency with CRM systems and Microsoft Office
• Self-motivation and comfort working independently
• Willingness to travel across the Mid-Atlantic region as needed

Compensation & Benefits

• $75,000–$85,000 base salary + annual performance bonus (total comp $120K+)
• Comprehensive benefits package including medical, dental, vision, and 401(k) with employer contribution
• Generous PTO and 13 paid holidays
• Remote flexibility with minimal required office time
• Career development, training, and tuition reimbursement
• Inclusive culture with recognition programs and community involvement
• Modern technology and support from regional offices nationwide