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Remote Jobs at The Benefits Boss

The Benefits Boss is a fully remote health and life insurance agency serving all 50 states, with 1,600+ five-star client reviews. We give driven salespeople a proven system: warm leads at no upfront c

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3
Open remote roles

Roles The Benefits Boss is hiring remotely

Open remote roles at The Benefits Boss

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The Benefits Boss

Health Insurance Agent (Remote)

Remote
Miami, FL
✓ From careers page· 1 day ago
The Benefits Boss logo

The Benefits Boss

Sales Agent (Remote)

Remote
✓ From careers page· 1 day ago
The Benefits Boss logo

The Benefits Boss

Insurance Sales Representative (Remote)

Remote
United States
✓ From careers page· 1 day ago

Frequently asked questions

Does The Benefits Boss hire remote workers?

Yes — RemoteFront is tracking 3 open remote roles at The Benefits Boss as of September 2026, pulled directly from their careers page and refreshed hourly.

What remote roles is The Benefits Boss hiring for?

The Benefits Boss is currently hiring remote Insurance Agent, Account Executive.