Regional Sales Director, TPA Solutions

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.
At Crumdale, people come first. We strive to make a positive impact on the people we serve. Our company culture is rooted in alignment, innovation, and integrity.
About the Job
As a Regional Sales Director, 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, with a focus on positioning and growing our Third Party Administration (TPA) platform.
Requirements
Key Responsibilities

Drive regional revenue growth by developing and executing a strategic sales plan focused on TPA solutions within the broader health plan ecosystem

Cultivate and expand relationships within the limited distribution network of brokers, consultants, and agents

Identify, develop, and close new business opportunities while strengthening existing partner relationships

Educate broker partners on the full suite of health plan solutions, with an emphasis on TPA-led plan design and administration strategy

Serve as a trusted advisor to brokers and consultants by delivering data-driven insights and strategic plan design recommendations

Collaborate cross-functionally with underwriting, actuarial, operations, and leadership teams to deliver competitive, customized proposals

Lead finalist presentations, strategy meetings, and executive-level discussions with brokers and employer groups

Maintain a disciplined pipeline management process, providing accurate forecasting and sales reporting

Monitor regional market trends and competitor activity to proactively position solutions

Achieve and exceed assigned sales targets, growth metrics, and profitability goals

Ensure alignment with underwriting discipline and long-term profitability strategy

Represent Crumdale at industry events and broker functions to expand market presence

Uphold culture of alignment, innovation, and integrity

Qualifications

5+ years of successful sales experience in self-funded health plans, TPA platforms, stop-loss, or employee benefits markets

Demonstrated success building and managing broker/consultant relationships

Proven track record of meeting or exceeding revenue and growth targets

Strong understanding of alternative funding, captives, cost-containment strategies, and TPA operations

Ability to articulate complex solutions in a consultative, value-driven manner

Experience navigating multi-stakeholder sales cycles and leading executive presentations

Strong pipeline management and CRM proficiency

Financial acumen with focus on profitability

Entrepreneurial mindset and ability to operate independently

Willingness to travel within assigned region

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

Please note: Crumdale Specialty is not engaging with external recruitment agencies; please refrain from contacting us regarding this position.
Originally posted on Himalayas