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      HealthSherpa

      Engaged Employer

      HealthSherpa reviews

      1 Bad Apple Really Can Ruin the Bunch - Anonymous employee HealthSherpa Employee Review

      3.0
      Jul 11, 2023
      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      HealthSherpa has the best Senior Leadership I've seen of all the companies I've worked for. The founders are very transparent and communicate the company's status and long and short-term plans. They have a great People Ops team that actually values Diversity, Equity, and Inclusion. While they don't always get things right, the company, as a whole, does try to learn from its mistakes.

      Cons

      While Senior Leadership is stellar, middle management tends to be a crap shoot. Like many companies, sometimes high-performing ICs are promoted to management but have absolutely no management experience or skills. This can lead to some teams having a really toxic atmosphere, even when the rest of the organization has a great culture. The old addage is true: one bad apple really can spoil a whole barrel.

      avatar
      HealthSherpa Response
      2y
      Thanks for taking the time to share your thoughts. We're constantly striving for better and your feedback is appreciated.

      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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