Does HealthSherpa pay their employees well?

According to anonymously submitted Glassdoor reviews, HealthSherpa employees rate their compensation and benefits as 4.2 out of 5. Find out more about salaries and benefits at HealthSherpa. This rating has decreased by 2% over the last 12 months.

How satisfied are employees working at HealthSherpa?

90% of HealthSherpa employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated HealthSherpa 4.4 out of 5 for work life balance, 4.4 for culture and values and 3.2 for career opportunities.

What are the top reviewed jobs at HealthSherpa?

Consumer Advocate (6) , Agent Support (3) , Customer Service Representative (3) , Agent Support Representative (2) , Customer Service Representative (CSR) (2) , Medicare Sales Agent (2) , Medicare Specialist (2) , Senior Software Engineer (2)

What are the pros of working at HealthSherpa according to real employee reviews?

"Great benefits, no cap on commission." ((in 7 reviews)); "flexible, understanding, easy to work with, great management" ((in 5 reviews)); "Great people" ((in 5 reviews)); "The culture here is amazing." ((in 4 reviews)); "Work from home was nice and the pay was good" ((in 4 reviews))

What are employees saying about HealthSherpa layoffs in 2026?

Explore Glassdoor’s employee reviews to understand what current and former employees are saying about HealthSherpa layoffs and their outlook for job security at HealthSherpa in 2026.

What are the top reviewed HealthSherpa locations?

Sacramento , San Francisco , New York , Soda Springs , Appleton , Michigan Center , Oklahoma City , Huntersville , San Antonio , Nashville , Colorado Springs , Denver

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HealthSherpa

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

Race / Ethnicity

Gender

Sexual orientation

Disability

Parent or family caregiver

Veteran status

Reviews by job title

49 reviews

5.0

Jan 2, 2024

Great Company

Agent support representative 2

Recommend

CEO approval

Business Outlook

Pros

flexible, understanding, easy to work with, great management

Cons

honestly, just 1 month of the year will be stressful

HealthSherpa Response

Thank you for sharing your experience working at HealthSherpa! We love to hear that you had such a positive experience here.

4.0

Oct 16, 2023

Love working here!

Staff accountant

Recommend

CEO approval

Business Outlook

Pros

The culture here is amazing. The people are wonderful! The benefits that the company offers are some of the best. The fully remote workplace is very flexible and allows for a very balanced work life. The compensation is very competitive.

Cons

I really love working for HealthSherpa. I cant think of a con.

HealthSherpa Response

We appreciate you taking the time to leave us a review! We’re so happy to hear that you enjoy your benefits, work-life balance, and work at HealthSherpa!

5.0

Aug 23, 2023

Great Remote Company

Senior software engineer

Recommend

CEO approval

Business Outlook

Pros

Good pay, good culture, lots of support.

Cons

High stress close to open enrollment. Nature of the business. Even here, company does well for support.

HealthSherpa Response

Thank you for taking the time to leave us a review! We're very happy to hear that you enjoy working at HealthSherpa!

Viewing 16 - 18 of 49 Reviews

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Seasonal Agent Support Representative (Remote - FL)