Regional Sales Director, Intergrated Health - Employee Benefits

About Crumdale Specialty:

Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare solutions to a limited distribution network of brokers, consultants, and agents nationwide. Ranked on the Inc. 5000 Fastest Growing Companies and Best Workplaces, we leverage industry expertise, superior talent, data analytics, and a disruptive mindset to manufacture, underwrite, and administer agile, transparent, and cost-saving solutions. We optimize the fragmented health benefits supply chain to reduce health benefit costs and create better outcomes for employers and employees.

At Crumdale, people come first. We strive to make a positive impact on the people we serve. We believe this starts with the passion and purpose of our team. Our company culture is rooted in alignment, innovation, and integrity.

About the Job:

As the Regional Sales Director – Integrated Health - Employee Benefits, you will be a cornerstone of our growth strategy. This role demands a highly driven, organized, and strategic professional with a passion for sales, broker development, and consultative solution selling. You will be responsible for building strong broker relationships, managing a robust sales pipeline, and closing high-quality business aligned with our integrated health platform.

Key Competencies:

• Prospecting Mastery: Relentless outbound effort with strategic messaging.
• Broker Enablement: Ability to build, train, and activate channel partners.
• Operational Discipline: Execute with consistency and precision against KPIs.
• Business Acumen: Deep understanding of insurance ecosystems and employer needs.
• Communication: Clear, compelling presentations to brokers and internal stakeholders.
• Coachability & Learning: Eagerness to read, absorb, and apply new sales philosophies.

• 7–10 years of B2B sales experience, preferably in employee benefits, insurance, healthcare, or benefits consulting.
• Proven success with broker/partner development and territory management.
• Strong command of consultative and strategic selling methodologies.
• Comfortable working in a data- and KPI-driven environment.
• Exceptional presentation and communication skills.
• Ability to travel frequently (including overnight trips and HQ training).
• Bachelor’s degree in Business, Marketing, Healthcare Administration, or related field

Please note: Crumdale Specialty will not be engaging with external recruitment agencies. We kindly request that agencies refrain from contacting us regarding this position.