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

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

Race / Ethnicity

Gender

Sexual orientation

Disability

Parent or family caregiver

Veteran status

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

Apr 30, 2024

Great job

Medicare specialist

Recommend

CEO approval

Business Outlook

Pros

great company and benefits good team spirit

Cons

very busy during annual enrollment period

HealthSherpa Response

1y

Thank you for sharing your experience– we’re so glad to hear you’re enjoying the team spirit and the benefits. It’s wonderful to know that the sense of camaraderie is coming through, especially in such a fast-paced environment. You’re absolutely right that the annual enrollment period can be especially busy. We know it’s a demanding time, and we truly appreciate the energy and dedication our team brings to support those who rely on us most during that season. Thank you for all that you do; we’re lucky to have you on the team.

5.0

Feb 17, 2024

Great Company

Consumer advisor expert

Recommend

CEO approval

Business Outlook

Pros

Great pay Great team leader

Cons

Only seasonal term No benefits

HealthSherpa Response

2y

Thank you for sharing your review. We’re glad to hear that you had a positive experience with HealthSherpa!

3.0

Jan 25, 2024

Great Place To Work, To Bad It Was Seasonal

Seasonal support

Recommend

CEO approval

Business Outlook

Pros

-Work from home -Great leaders -Descent pay

Cons

-Seasonal agents hardly get hired on -Constant changes within how things operate

HealthSherpa Response

2y

Thank you for taking the time to share your thoughts; we’re glad you had a positive experience! We appreciate your feedback.

Viewing 13 - 15 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 - TN)

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

Seasonal Agent Support Representative (Remote - VA)

HealthSherpa

HealthSherpa reviews

Company ratings over time

Ratings by demographic groups

Reviews by job title

Great job

Great Company

Great Place To Work, To Bad It Was Seasonal

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Jobs at HealthSherpa