Benefits Sales Executive Jobs

Benefits Sales Executive jobs are open across insurance carriers, employee benefits brokers, and HR technology firms, from entry-level account representatives to senior and director-level roles, with specializations in group health, voluntary benefits, and ancillary product sales. Find a role that fits from the openings below and apply directly.

Find Benefits Sales Executive Jobs

Overview

Open roles54+
Top stateFlorida
Top employerUSI Insurance Services
Top cityBoca Raton, FL
Work type57% On-site
Top industryInsurance

Showing 5 of 54+ Benefits Sales Executive jobs

USI Insurance Services
General Agency Employee Benefits Sales Executive
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USI Insurance Services
Added 2w ago
General Agency Employee Benefits Sales Executive
USI Insurance Services
Atlanta, Georgia
Sales
Account Management
Partnerships & Business Development
Inside Sales
Business Development
Enterprise Sales
On-Site
Bachelor's
10,000+

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Equitable
Employee Benefits Sales Executive
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Equitable
Added 3w ago
Employee Benefits Sales Executive
Equitable
St. Louis, Missouri
Sales
Account Management
Partnerships & Business Development
Inside Sales
Business Development
Enterprise Sales
$60k/yr
Hybrid
None

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Equitable
Employee Benefits Sales Executive
We won't show you this job again
Equitable
Added 3w ago
Employee Benefits Sales Executive
Equitable
Florida
Sales
Account Management
Partnerships & Business Development
Inside Sales
Business Development
Enterprise Sales
$60k/yr
Hybrid
None

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USI Insurance Services
Employee Benefits Sales Executive
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USI Insurance Services
Added 4mo ago
Employee Benefits Sales Executive
USI Insurance Services
Schaumburg, Illinois
Sales
Account Management
Partnerships & Business Development
Inside Sales
Business Development
Enterprise Sales
$125k/yr
On-Site
Bachelor's

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USI Insurance Services
Employee Benefits Sales Executive
We won't show you this job again
USI Insurance Services
Added 4mo ago
Employee Benefits Sales Executive
USI Insurance Services
Chicago, Illinois
Sales
Account Management
Partnerships & Business Development
Inside Sales
Business Development
Enterprise Sales
$120k - $125k
On-Site
Bachelor's

Have you applied for this role?

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Benefits Sales Executive Job Market

A snapshot from current openings nationwide, updated as new roles post.

Who's Hiring

  • USI Insurance Services
    USI Insurance Services19
  • NFP
    NFP9
  • Gallagher
    Gallagher4
  • Brown & Brown Insurance
    Brown & Brown Insurance3
  • Lockton
    Lockton3

Top Industries Hiring

  • Insurance48
  • Consulting & Professional Services6
  • Investment & Asset Management2
  • Healthcare & Medical Services1
  • Hospitality & Tourism1

What Employers Look For

The qualifications that appear most often in benefits sales executive jobs.

  • Active life and health insurance license in the state of employment
  • Proven experience selling group benefits, including medical, dental, and vision plans
  • Familiarity with benefits administration platforms such as Workday, Benefitfocus, or PlanSource
  • Strong consultative selling skills with experience managing a pipeline of employer-group accounts
  • Bachelor's degree in business, finance, human resources, or a related field
  • Working knowledge of ERISA compliance, ACA requirements, and Section 125 plan rules

Tips for Your Benefits Sales Executive Job Search

Quantify Your Book of Business

Hiring managers in benefits sales want to see revenue numbers, not just job duties. Replace vague language with specifics: total premiums managed, renewal retention rates, and new group accounts closed each year. This is what separates your resume from every other applicant's.

Earn Your Life and Health License First

Most benefits sales executive postings list an active life and health insurance license as a hard requirement, not a nice-to-have. If you don't hold one yet, start your state's pre-licensing course before applying so you can honestly list it as in progress.

Apply Early to Roles That Fit

Migrate Mate lists benefits sales executive openings from across the United States in one place, so you can find roles that match and apply directly to each listing.

Target Openings by Carrier vs Broker

Carrier-side roles emphasize product knowledge and quota attainment, while broker and consulting positions reward multi-carrier expertise and client advisory skills. Decide which environment matches your background before applying so your cover letter speaks directly to that employer's priorities.

Prep a Needs Analysis Walkthrough for Interviews

Benefits sales interviews frequently include a mock discovery call or needs analysis exercise. Practice walking an interviewer through a group enrollment scenario, including plan design trade-offs, cost-sharing structures, and how you handle pushback from a CFO or HR director.

Negotiate With Renewal Metrics, Not Just Offers Won

When discussing compensation, bring renewal retention data alongside new business numbers. Benefits sales roles are valued on long-term client relationships, and a high renewal rate signals you're worth a stronger base or higher commission tier to most hiring managers.

Benefits Sales Executive Jobs: Frequently Asked Questions

Which companies are hiring the most benefits sales executives?

The companies hiring the most benefits sales executives right now include USI Insurance Services, NFP, and Gallagher, with the largest share of openings in Florida, Illinois, and Missouri, based on current listings on Migrate Mate as of June 2026. Demand is consistently strong at national insurance carriers, regional employee benefits brokers, and HR technology companies that bundle benefits administration software with advisory services.

How many benefits sales executive jobs are remote?

About 43% of benefits sales executive openings are fully remote or hybrid as of June 2026, reflecting how much of the sales cycle now happens over video and benefits portals rather than in-person. Roles focused on voluntary benefits enrollment and small-group accounts tend to have the highest share of remote flexibility, while large-group and self-funded plan roles more often require territory-based travel.

How do you become a benefits sales executive?

Start by obtaining a state life and health insurance license, which requires completing a pre-licensing course and passing a state exam. Next, build product knowledge through entry-level roles such as benefits coordinator, account manager, or inside sales representative at a carrier or broker. From there, develop consultative selling skills, grow a book of business, and pursue industry designations like the Group Benefits Associate or Registered Employee Benefits Consultant credential to move into executive-level roles.

Can you get a benefits sales executive job with little experience?

Yes, many employers hire candidates with limited direct experience if they hold an active life and health insurance license and have a background in any B2B sales role. Emphasize transferable skills like pipeline management, needs-based selling, and client retention. Starting as a benefits account representative or enrollment specialist at a brokerage is the most common path into the executive track without prior benefits-specific experience.

What does the benefits sales executive interview process look like?

The process typically starts with a recruiter screen focused on licensing status and sales experience, followed by a hiring manager interview covering your book of business and approach to prospecting. Later rounds often include a mock discovery call or presentation where you walk through a benefits proposal for a hypothetical employer group. Final stages may involve meeting senior leadership or regional sales directors, particularly for roles managing large-group or self-funded accounts.

Where can I find and apply to benefits sales executive jobs?

You can find and apply to benefits sales executive jobs on Migrate Mate, which lists current openings from across the United States. Find roles that match your experience and specialization, then apply directly to each listing that fits.

See All 54+ Benefits Sales Executive Jobs

Jump back to the full list of openings and apply to any benefits sales executive role that fits.

Find Benefits Sales Executive Jobs