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, TPA Solutions, you will be a cornerstone of our growth strategy. 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.
Requirements
Qualifications
- 5+ years of successful sales experience in self-funded health plans, TPA platforms, stop-loss, or employee benefits markets
- Experience selling to large groups of 500+
- 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
- Strong pipeline management proficiency
- Experience navigating multi-stakeholder sales cycles and leading executive presentations is a plus
- Experience with CRM systems, including Salesforce, is a plus
- Financial acumen with focus on profitability is a plus
- Willingness to travel up to 40% within the assigned region is a plus
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.
Skills Required
- 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
What We Do
Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare solutions to a bespoke set 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. Our company culture is rooted in alignment, innovation, and integrity. We believe when our clients win, we win. We become part of your team, so you can do what you do best.









