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      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

      Ratings by demographic groups

      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
      5.0
      Oct 7, 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
      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!
      5.0
      Jun 13, 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
      9mo
      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!
      5.0
      Jun 10, 2025

      Excellent employer; impactful employment

      Anonymous employee
      Recommend
      CEO approval
      Business Outlook

      Pros

      - Regardless of the role you're in, you're doing impactful work that touches millions of lives in the US. - The people across the organization are fantastic. - There's a lot of opportunity to try new methods of doing work. - Work/life balance and flexibility are incredible. I'm able to do my job and be a good dad without having to sacrifice one over the other.

      Cons

      No cons for me, really. But for someone who doesn't like the fast-paced changing environment that comes with a startup, that could be seen as a con if it's not for you.

      avatar
      HealthSherpa Response
      9mo
      Thank you for sharing such thoughtful feedback. We’re thrilled to hear that you find your work impactful and enjoy the flexibility, culture, and opportunities to try new things. Being able to support both meaningful work and a healthy work/life balance is something we really value. We also appreciate your note about the fast-paced environment– and we’re glad it’s a good fit for you. Thanks again for being part of the HealthSherpa 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.