Opportunity Sales Leadership work from LinkedIn, X, Reddit and Upwork, in one list. Find me work
remoteroles

Regional Sales Director, Employee Health Benefits

Crumdale Specialty Open
Remote Salt Lake City Full-time Director Sales Leadership

At a glance

Director-level Sales Leadership role at Crumdale Specialty. Remote, United States · full-time · no salary stated · we estimate $154,724–$249,000 across the United States.

Estimated pay

Crumdale Specialty has not published a salary for this role. The figure below is our estimate, not theirs.

$154,724 – $249,000
What the middle half of lead sales leadership roles in the United States paid, among postings that did state a salary.
Worked out from 970 postings that stated pay, median $195,000. Last updated Nov 13, 2026.
RoleSales Leadership
SeniorityDirector
LocationSalt Lake City
WorkplaceRemote
EmploymentFull-time
PostedJul 24, 2025
Role brief

remoteroles summary, based on the employer's posting.

What you'll do

  • Build relationships with brokers and consultants across your assigned territory
  • Keep a strong sales pipeline moving and close business suited to the integrated health platform
  • Present health plan options consultatively, making complex solutions clear to decision-makers
  • Manage regional sales activity to support revenue growth and underwriting profitability

What you bring

  • At least five years selling self-funded plans, stop-loss, employee benefits or another listed health insurance area
  • A record of developing broker and consultant relationships within a territory and meeting growth goals
  • You can explain alternative funding, captives, cost controls and employer plan design in a clear, consultative way
  • You have managed multi-party sales cycles, delivered executive presentations and used a CRM to forecast pipeline

Who this fits

This director-level sales role suits someone with experience selling self-funded health plans and developing broker relationships. You’ll travel within your assigned region as needed.

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
Opportunity

Sales Leadership work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Sales LeadershipRemote

Find me work

By the team behind remoteroles.

Find me work
Opportunity

Sales Leadership work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind remoteroles.