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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 category

4.5

Diversity & inclusion

4.4

Culture & values

4.4

Work/Life balance

4.2

Compensation and benefits

4.1

Senior management

3.2

Career opportunities

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).

Ratings by demographic groups

Reviews by job title

49 reviews
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!
5.0
Jun 7, 2025

The Best Place to Work – A Truly Supportive and Impactful Employer!

Vice president
Recommend
CEO approval
Business Outlook

Pros

Supportive, inclusive company culture. Transparent, approachable leadership. Great work-life balance. Motivating mission to impact ACA.

Cons

Fast-paced environment can be overwhelming. Occasional communication gaps. Some internal processes could be streamlined.

avatar
HealthSherpa Response
9mo
Thank you for sharing such thoughtful feedback! We’re so glad to hear that you feel supported and inspired by our mission and culture. Transparency, inclusivity, and work-life balance are really important to us, and it’s wonderful to know that comes through in your experience. We also appreciate your notes on communication and processes; your suggestions on leadership development and open dialogue are valuable as we continue to improve. Thanks for being such an integral part of the HealthSherpa team!
5.0
Jun 3, 2025

Great people and generous benefits

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

- The benefits are truly exceptional—100% paid for employees and their families. That's rare. - The company is genuinely mission-driven. It’s motivating to know the work we do matters. - I'm constantly impressed by the caliber of people here. Smart, kind, collaborative. - Compensation is competitive, especially when you factor in the benefits. - I really like the people I work with. It’s a low-ego, supportive culture. - DEI isn’t just lip service. ERGs were just rolled out and people really seem invested in making the company more inclusive.

Cons

- Workload can be intense. Teams are lean and expectations are high. - It’s very startup-like. Frequent pivots based on changing business needs, which can be tiring. - PTO is solid at 4 weeks, but I do wish we had unlimited or a few more weeks. - Holiday policy feels stingy: half days for Christmas Eve and New Year’s Eve, no day off after Thanksgiving. Would love to see the company shut down between Christmas and New Year’s.

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HealthSherpa Response
9mo
Thank you for taking the time to share this feedback. We’re thrilled to hear that you appreciate our mission, benefits, and the people you work with. We really value creating a supportive, low-ego, and inclusive culture here. We also really value your notes on workload, startup pace, and time-off policies– thank you for your honesty. We appreciate your insights and thank you for being part of the HealthSherpa team!
Viewing 4 - 6 of 49 Reviews
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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.