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

Jul 8, 2021

Great place to work

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

Friendly atmosphere Transparent and honest culture Diversity and Inclusion are a top priority

Cons

Waiting period for 401k enrollment

5.0

Dec 8, 2020

none

Sales

Recommend

CEO approval

Business Outlook

Pros

it was great to be here

Cons

very funny place everybody laugh all time

5.0

Sep 18, 2020

Great Company

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

Friendly team, all inclusive environment

Cons

Can be a bit unorganized at times

Viewing 43 - 45 of 49 Reviews

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Jobs at HealthSherpa

Seasonal Agent Support Representative (Remote - TX)

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

Seasonal Agent Support Representative (Remote - TN)

Seasonal Agent Support Representative (Remote - FL)

Seasonal Agent Support Representative (Remote - VA)