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      HealthSherpa

      Engaged Employer

      HealthSherpa reviews

      Was a fun 4-month contract position - Consumer Advocate HealthSherpa Employee Review

      4.0
      Jan 26, 2020
      Consumer advocate
      Recommend
      CEO approval
      Business Outlook

      Pros

      - Catered lunches - Start-up culture - Friendly/inclusive environment - Definitely learned a lot in about insurance and met wonderful people while working here

      Cons

      - Only offers the individuals who enroll the most during OEP for full-time positions - You can be such a great employee and offer so many skillsets to the table, but the upper management won't recognize those aspects and only choose those who enroll the most consumers during open enrollment. So if you want to be a full-time employee, enroll as many consumers as you can and disregard everything else.

      Explore other reviews about HealthSherpa

      5.0
      Oct 7, 2025
      Customer service representative
      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.

      avatar
      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
      Insurance agent
      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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