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

4.0

Jul 10, 2020

startup to mid size level company

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

a lot of smart people work there

Cons

compensation can be on the lower side

5.0

Jul 28, 2017

Strong culture, working to make a difference

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

- Clear mission, strong technology team - Embraces creativity - Leadership provides strong day-to-day support

Cons

- Classic start up challenges exist - Focus can shift based on changes in DC

5.0

Apr 6, 2017

Doing Great Work with Amazing People

Agent support

Recommend

CEO approval

Business Outlook

Pros

-Open and inclusive work space with a supportive management team -The work we do is enjoyable and we get to help people from all over the United States -Our founders and management team are a very intelligent and passionate group of individuals that are approachable and transparent when it comes to news regarding our company's future

Cons

-Having two locations sometimes makes communication between teams challenging -There are brief periods during the year where we need to work long hours, but this is something that comes with the territory!

Viewing 46 - 48 of 49 Reviews

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Jobs at HealthSherpa

Seasonal Agent Support Representative (Remote - TX)

Seasonal Agent Support Representative (Remote - FL)

Seasonal Agent Support Representative (Remote - FL, OH, TN, TX, UT, VA)

Seasonal Agent Support Representative (Remote - TN)

Seasonal Agent Support Representative (Remote - VA)