Regional Sales Director, Employee Health Benefits
At a glance
Director-level Sales Leadership role at Crumdale Specialty. Remote, United States · full-time · no salary stated · we estimate $153,075–$245,375 across the United States.
Crumdale Specialty has not published a salary for this role. The figure below is our estimate, not theirs.
growthroles summary, based on the employer's posting.
What you'll do
- Build and maintain broker and consultant relationships across your assigned territory
- Keep a strong sales pipeline moving, forecast opportunities, and close business that fits the integrated health platform
- Present complex health plan options in a consultative way and guide executive-level discussions through multi-party sales cycles
- Grow revenue while aligning business wins with underwriting profitability
What you bring
- At least five years selling self-funded health plans, stop-loss, employee benefits, or related health insurance products
- A record of developing broker and consultant relationships and meeting or surpassing growth and revenue goals
- Knowledge of alternative funding, captives, cost-control approaches, and employer health plan design
- CRM experience, disciplined forecasting, and the financial judgment to balance sales growth with underwriting results
Who this fits
This director-level sales role suits someone with a broker-focused background in self-funded health plans and consultative selling. You should be ready to travel within your assigned region as needed. The position is remote and based in Washington.
From the employer
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 a Regional Sales Director, Employee Health 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.
We’re looking for a driven, broker-focused sales leader who knows how to win in the self-funded health plan space.
Requirements
Requirements
- 5+ years of successful sales experience in self-funded health plans, stop-loss, employee benefits, or related health insurance markets.
- Demonstrated success building and managing broker/consultant relationships within a defined territory.
- Proven track record of consistently meeting or exceeding revenue and growth targets.
- Strong understanding of alternative funding arrangements, captives, cost-containment strategies, and employer health plan design.
- Ability to articulate complex health plan solutions in a clear, consultative, and value-driven manner.
- Experience navigating multi-stakeholder sales cycles and leading executive-level presentations.
- Strong pipeline management and forecasting discipline with CRM proficiency.
- Financial acumen with the ability to align growth with underwriting profitability.
- Willingness to travel within assigned region as needed.
Benefits
At Crumdale, we strive to provide a comprehensive and supportive benefits package to ensure the well-being of our employees. Our benefits include:
- Medical
- Telemedicine
- Dental
- Vision
- Life, AD&D, Disability
- 401(k)
- Flexible Time-off
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