Mid Level Benefits Sales Executive Jobs

Mid level benefits sales executive jobs go to professionals ready to own client portfolios, lead renewal cycles, and close group benefits deals with limited day-to-day oversight. Openings run across Insurance, with 33% remote or hybrid availability, and employers like HUB International, USI Insurance Services, and Brown & Brown Insurance hiring at this level now.

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Overview

Open roles14
Top stateFlorida
Top employerHUB International
Top cityDoral, FL
Work type67% On-site
Top industryInsurance

Showing 5 of 14+ Mid Level Benefits Sales Executive jobs

HUB International
Employee Benefits Account Executive- Key Accounts
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HUB International
Added 2mo ago
Employee Benefits Account Executive- Key Accounts
HUB International
Tampa, Florida
Business Development
Customer Service
Sales
High school diploma or GED
10,000+

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HUB International
Employee Benefits Account Executive
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HUB International
Added 2mo ago
Employee Benefits Account Executive
HUB International
Fort Worth, Texas
Business Development
Customer Service
Sales
Bachelor's degree in business
10,000+

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Cross Insurance
Executive Senior Account Manager, Employee Benefits
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Cross Insurance
Added 2mo ago
Executive Senior Account Manager, Employee Benefits
Cross Insurance
Manchester, New Hampshire
Enterprise Sales
Inside Sales
Sales
$90k - $110k/yr
Hybrid
High school diploma or GED

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Brown & Brown Insurance
Senior Employee Benefits Account Executive
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Brown & Brown Insurance
Added 2mo ago
Senior Employee Benefits Account Executive
Brown & Brown Insurance
Phoenix, Arizona
Compensation & Benefits
Human Resources
Human Resources (HR) — Generalist
Bachelor's degree
10,000+

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HUB International
Employee Benefits Account Executive
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HUB International
Added 2mo ago
Employee Benefits Account Executive
HUB International
Sheridan, Wyoming
Account Management
Inside Sales
Sales
On-Site
High school diploma or GED
10,000+

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Mid Level Benefits Sales Executive Job Market

Who's Hiring

HUB International
HUB International4 open roles
USI Insurance Services
USI Insurance Services4 open roles
Brown & Brown Insurance
Brown & Brown Insurance2 open roles

Top Industries Hiring

  • Insurance

Mid Level Benefits Sales Executive Jobs: Frequently Asked Questions

How do I get a mid level benefits sales executive job?

Position your experience around measurable outcomes: revenue generated, accounts retained, and benefits packages you have sold or managed end to end. Hiring managers at this level want candidates who can demonstrate client ownership and consultative selling ability, not just administrative support. Highlight proficiency with voluntary and employer-sponsored benefits, and make sure your resume reflects the full scope of decisions you have made independently.

Which companies hire mid level benefits sales executives?

Companies hiring mid level benefits sales executives right now include HUB International, USI Insurance Services, and Brown & Brown Insurance, based on current listings on Migrate Mate as of August 2026. Carriers, regional brokerages, third-party administrators, and large insurance agencies tend to hire most actively at this level, particularly those expanding their group benefits or voluntary worksite offerings.

Are there remote mid level benefits sales executive jobs?

Yes, remote and hybrid options are common in benefits sales at the mid level. About 33% of mid level benefits sales executive openings are remote or hybrid as of August 2026, reflecting how much of the benefits sales process, including quoting, enrollment support, and client check-ins, can be handled digitally. Territory-based roles may require some in-person client presence even when listed as hybrid.

How do I move up to a mid level benefits sales executive role?

The path from entry level to mid level in benefits sales is built on demonstrated ownership. Early-career professionals grow into this tier by managing their own book of business, learning to navigate open enrollment cycles independently, and developing fluency in plan design across medical, dental, vision, and ancillary lines. Earning credentials such as a Group Benefits Associate designation and showing consistent retention and growth metrics accelerates the transition.

Which industries hire the most mid level benefits sales executives?

Mid Level benefits sales executive roles concentrate in Insurance, based on current listings on Migrate Mate as of August 2026. These sectors drive hiring at the mid level because they serve large employer groups with complex, ongoing benefits needs that require experienced sales professionals who can manage relationships and renewals without heavy supervision.