Benefits Sales Executive Jobs in Illinois

Benefits Sales Executive jobs in Illinois are in strong demand, with the market concentrated in employee benefits consulting, group insurance, and voluntary benefits across mid-market and large-group employer clients, with openings ranging from entry-level account representative to senior executive roles. Chicago anchors the hiring market, with additional activity in Naperville and Schaumburg, where companies like Aon, Gallagher, and HCSC maintain major operations. The most sought-after specialties in Illinois are self-funded plan sales, ancillary benefits, and healthcare benefits consulting. Find a role that fits below and apply directly.

Find Benefits Sales Executive Jobs

Overview

Open roles9
Top employerGallagher
Top cityChicago, IL
Cities hiring7
Work type57% Hybrid
Top industryInsurance

Showing 5 of 9+ Benefits Sales Executive jobs

Marsh McLennan Agency
Employee Benefits Account Executive
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Marsh McLennan Agency
Added 3d ago
Employee Benefits Account Executive
Marsh McLennan Agency
Orland Park, Illinois
Business Development
Growth Marketing
Marketing
$92k - $172k/yr
Hybrid
10,000+

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HUB International
Employee Benefits Account Executive, Major Markets
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HUB International
Added 5d ago
Employee Benefits Account Executive, Major Markets
HUB International
Downers Grove, Illinois
Business Development
Growth Marketing
Marketing
$195k - $210k/yr
Hybrid
Bachelor's degree
10,000+

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Acrisure LLC
Employee Benefits Account Executive
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Acrisure LLC
Added 1w ago
Employee Benefits Account Executive
Acrisure LLC
Naperville, Illinois
Human Resources (HR) — Generalist
Learning & Development
Recruiting & Talent Acquisition
$120 - $145/hr
Associate's degree
10,000+

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HUB International
Employee Benefits Account Executive
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HUB International
Added 2w ago
Employee Benefits Account Executive
HUB International
Chicago, Illinois
Customer Success
Sales
Solutions Engineering & Architecture
$135k - $155k/yr
Hybrid
High school diploma or GED
10,000+

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Hylant
Client Executive - Employee Benefits
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Hylant
Added 2w ago
Client Executive - Employee Benefits
Hylant
Chicago, Illinois
Business Strategy
Executive Leadership & C-Suite
Strategy & Corporate Development
Hybrid
Bachelor's degree
501-1,000

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See All 9 Benefits Sales Executive Jobs in Illinois

Find roles in Illinois that match your experience and apply in just a few clicks.

Find Benefits Sales Executive Jobs

Benefits Sales Executive Jobs by City in Illinois

Where Illinois roles are concentrated, by current openings.

Chicago
2 jobs
Rolling Meadows
2 jobs
Westmont
1 job
Oak Brook
1 job
Naperville
1 job
Orland Park
1 job
Downers Grove
1 job

Benefits Sales Executive Job Market in Illinois

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

Who's Hiring

Gallagher
Gallagher2 open roles
HUB International
HUB International2 open roles
Hylant
Hylant1 open role

Top Industries Hiring

  • Insurance

What Illinois Employers Look For

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

  • Active Illinois Department of Insurance Life and Health producer license required
  • Proven experience selling group benefits or voluntary products to employer clients
  • Familiarity with self-funded health plans, level-funding, and stop-loss arrangements
  • Ability to build and manage a book of business through broker and direct channels
  • Experience using CRM platforms to manage pipelines and track client renewal activity
  • Bachelor's degree in business, finance, or a related field preferred by most Illinois employers

Benefits Sales Executive Jobs in Illinois: Frequently Asked Questions

How do you become a benefits sales executive in Illinois?

You need an active Life and Health insurance producer license issued through the Illinois Department of Insurance, which requires passing the state licensing exam administered by an approved testing provider. Most employers also expect a bachelor's degree in business, finance, or a related field. Many candidates enter through group benefits coordinator or insurance sales associate roles before moving into executive-level sales positions at Illinois-based brokerages or carriers.

How much do benefits sales executives make in Illinois?

Benefits sales executives in Illinois earn a median of about $66,900 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $38,530 for the lowest 10% to over $154,070 for the top 10%. Pay rises with experience, specialty, and employer.

Which companies hire benefits sales executives in Illinois?

Employers hiring benefits sales executives in Illinois right now include Gallagher, HUB International, and Hylant, based on current listings on Migrate Mate as of September 2026. Illinois's concentration of major insurance brokerages, regional carriers, and Fortune 500 headquarters makes it one of the more active states for benefits sales hiring in the Midwest.

Which Illinois cities have the most benefits sales executive jobs?

The cities with the most benefits sales executive openings in Illinois are Chicago, Rolling Meadows, and Westmont. Chicago dominates due to its density of corporate headquarters, national brokerage offices, and large-group employer clients, while suburban hubs like Naperville and Schaumburg draw openings from regional carriers and benefits consulting firms that have established operations outside the city core.

Are there remote benefits sales executive jobs in Illinois?

Yes, and more than most sales fields. About 86% of benefits sales executive openings tied to Illinois are remote or hybrid as of September 2026, reflecting that much of the sales cycle, including employer presentations and renewal reviews, can be conducted virtually. The parts of the role most suited to remote work are prospecting, proposal development, and account management for established clients.

How can I get hired as a benefits sales executive in Illinois with little or no experience?

The most realistic entry path is through a benefits account coordinator or inside sales associate role at a Chicago-area brokerage or regional carrier, where you learn group plan structures and client management before moving into external sales. Large Illinois employers like Gallagher and Aon run associate development programs for candidates without direct sales experience. Earning your Illinois Life and Health producer license before applying gives you a clear edge, as most employers require it before your first day.

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

You can find and apply to benefits sales executive jobs in Illinois on Migrate Mate, which lists current openings across the state. Find the roles that fit your experience and location, then apply directly to each one.

See All 9 Benefits Sales Executive Jobs in Illinois

Find roles in Illinois that match your experience and apply in just a few clicks.

Find Benefits Sales Executive Jobs