Great Remote Company - Senior Software Engineer HealthSherpa Employee Review

5.0
Aug 23, 2023
Recommend
CEO approval
Business Outlook

Pros

Good pay, good culture, lots of support.

Cons

High stress close to open enrollment. Nature of the business. Even here, company does well for support.

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HealthSherpa Response
2y
Thank you for taking the time to leave us a review! We're very happy to hear that you enjoy working at HealthSherpa!

Explore other reviews about HealthSherpa

5.0
Oct 7, 2025
Recommend
CEO approval
Business Outlook

Pros

The best training sessions I've ever had for a company. The trainer is so knowledgeable, kind, fun and made training wholesome. Once we got to the flow it was a breeze, there was a lot of help. Little less micromanaging and metrics I must say

Cons

Most CSR roles, start from Seasonal with limited opportunities for full time long-term, but you can always rehire.

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HealthSherpa Response
9mo
Thank you for sharing your experience! We’re so glad to hear you enjoyed the training and felt supported once you got into the flow– that means a lot to our team. We also appreciate your feedback on seasonal roles and opportunities for longer-term growth; it’s helpful input. Thanks again for being part of the team!
4.0
Mar 19, 2026
Recommend
CEO approval
Business Outlook

Pros

Nice people and not heavy work load. Health insurance is completely paid by company.

Cons

Dealing with false advertising Medicare calls. You get some Legit calls that actually need and want help but more are becoming bait and switch. Started out decent but becoming more like other brokers with same food card and money back tactics. No room for growth on Medicare side.

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