Jobs › Companies › HealthCheck360 › Sales Leader - Benefits Wholesale Services

About this Sales Leader - Benefits Wholesale Services role at HealthCheck360

HealthCheck360 · Onsite · Dubuque, Iowa, United States

Job Title: Benefit Services Sales Manager

Reports To: Practice Leader, SISCO

Position Summary: As our Benefit Services Sales Manager, you’ll lead a high‑performing team that sells an integrated solution—SISCO(medical TPA), HealthCheck360 (wellness & advocacy), medical management, and BCC (HRIS/consolidated billing). Your charter: grow a sales team, build broker relationships coast‑to‑coast, win complex business and scale a connected platform that lowers claims cost, boosts engagement, and simplifies administration. You’ll hire, coach, and elevate sales executives, set strategy, and partner with executive leadership on product and marketing to accelerate new business and retention.

Essential Functions:

  • Supervise all sales executives, including setting activity metrics, holding regular sales meetings, and ensuring that the sales team has the necessary resources to succeed.
  • Accompany sales executives on calls as necessary to close business.
  • Train and develop new sales executives; implement formal development plans and ensure comprehensive training.
  • Define sales territories to avoid overlap and inefficiency.
  • Develop policies and procedures for handling incoming leads from national portals, conferences/events, and web-generated opportunities.
  • Formulate strategies to increase penetration and engagement with top brokers in the US.
  • Provide feedback to the Practice Leader on product and pricing requirements to remain competitive.
  • Collaborate with the Practice Leader on marketing budget, priorities, and conference attendance; suggest new target verticals and distribution channels.
  • Become an expert in the company’s products and differentiation; ensure all sales executives understand and can articulate these differences.
  • Complete other duties as assigned by the Practice Leader

Metrics of Success:

  • New business generated each year
  • Business retention rates
  • Number of successful sales executives
  • Significant penetration of new brokers

Education: Four-year degree.

Experience: Minimum of 5 years of experience in the employee benefits industry, preferably within the TPA and self-funding space.

Specific Skills & Knowledge:

  • Strong leadership skills with the ability to hold others accountable.
  • Excellent sales management skills and practices.
  • Ability to hire and develop sales talent.
  • Solid understanding of the employee benefits business.
  • Knowledge of the wellness business and its applicability for companies.
  • Basic knowledge of CRM systems; proficiency in Hubspot and/or Salesforce is a plus.
  • Obtaining and maintaining a Life and Health Insurance License is recommended but not required.

Supervisory Responsibility: This individual will manage the sales team, which includes 10+ sales executives.

Pay & Benefits:

  • Full annual salary and bonus opportunities
  • Most Benefits starting day one
    • Medical, Dental, Vision Insurance
    • Flex Spending or Health Savings Account
    • 401(k) with company match
    • Profit-sharing/Defined contribution (1-year waiting period)
    • PTO/Paid Holidays
    • Maternity Leave & Parental Leave
    • and so much more!

Ready to apply to HealthCheck360?
Apply to HealthCheck360

About HealthCheck360

Let's change lives together! At HealthCheck360, you can be part of something incredible. Grow your career while helping other people see lasting health improvements in their lives.

See all jobs at HealthCheck360 →

Similar jobs

HE
Utilization Management Assistant
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 6d ago
HE
Utilization Management CNA
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 6d ago
HE
Member Services Advocate
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 1mo ago
HE
Condition Management Account Coordinator
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 1mo ago
HE
RN Case Manager
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 1mo ago
HE
Bilingual RN Case Manager
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 1mo ago
HE
Bilingual RN Case Manager
HealthCheck360
⚡ Apply early Des Moines, Iowa, United State... Onsite
● New 👁 Seen ✓ Applied 1mo ago
HE
Account Manager - Health and Wellness
HealthCheck360
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 1mo ago
Cottingham & Butler
Associate Marketing Coordinator
Cottingham & Butler
⚡ Apply early Dubuque, Iowa, United States Onsite
● New 👁 Seen ✓ Applied 2d ago

Sign up for suggestions tailored to the jobs you open and the searches you save.

More jobs at HealthCheck360

See all jobs at HealthCheck360 →

Apply now
🤖

Whoa — hold up

JobsRadar was built for real people having a rough time in their job search — not for automated requests. You're clicking way too fast and you're now temporarily blocked.

Come back later. If you're genuinely job hunting, we've got your back — just act like a human.

Catch your next role the second it’s posted.

Create a free account and we’ll watch the boards for you — the instant a job matches your search, it lands in your inbox or Telegram. No digging, no refreshing.

Create free account

Free forever · takes 30 seconds · already have one?

Get an edge on your job hunt.

Join our Telegram channel for the stuff that helps you land the role — salary benchmarks, the weekly market pulse, and new-feature drops. No spam, just signal.

Join the channel — it's free