Skip to contentSkip to footer
      employer cover photo
      employer logo
      employer logo

      HealthSherpa

      Engaged employer

      HealthSherpa Reviews

      4.3

      90% would recommend to a friend

      (49 total reviews)

      George Kalogeropoulos

      89% approve of CEO

      84% positive business outlook

      HealthSherpa has an employee rating of 4.3 out of 5 stars, based on 49 company reviews on Glassdoor which indicates that most employees have an excellent working experience there. The HealthSherpa employee rating is in line with the average (within 1 standard deviation) for employers within the Information Technology industry (3.9 stars).

      Reviews by job title

      49 reviews
      4.0
      19 Mar 2026

      Ok

      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.

      5.0
      7 Oct 2025

      Best Call Center I worked for

      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
      8mo
      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!
      5.0
      13 June 2025

      Great People, Great Culture: A Workplace Worth Joining

      Medicare sales agent
      Recommend
      CEO approval
      Business outlook

      Pros

      Great benefits, no cap on commission. Good leads and agents that truly care. They foster a collaborative work environment and are always transparent.

      Cons

      No cons as of now

      avatar
      HealthSherpa Response
      8mo
      Thank you so much for the kind words! We’re thrilled to hear that you’re enjoying the culture, transparency, and collaborative spirit here at HealthSherpa– and that the benefits and commission structure are working well for you. We truly appreciate you taking the time to share your experience and for being such an important part of the team!
      Viewing 1 - 3 of 49 Reviews
      Related searches: HealthSherpa jobs | HealthSherpa salaries | HealthSherpa benefits | HealthSherpa interviews
      ReviewsHealthSherpa reviews

      Glassdoor has 64 HealthSherpa reviews submitted anonymously by HealthSherpa employees. Read employee reviews and ratings on Glassdoor to decide if HealthSherpa is right for you.