Does Checkmate pay their employees well?

According to anonymously submitted Glassdoor reviews, Checkmate employees rate their compensation and benefits as 3.8 out of 5. Find out more about salaries and benefits at Checkmate. This rating has decreased by 8% over the last 12 months.

How satisfied are employees working at Checkmate?

67% of Checkmate employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Checkmate 3.9 out of 5 for work life balance, 3.6 for culture and values and 3.6 for career opportunities.

What are the top reviewed jobs at Checkmate?

Operation Specialist (7) , Operations Specialist (5) , Senior Operations Specialist (5) , Team Leader (4) , Account Manager (3) , Manager (3) , Operations (3) , Senior Software Engineer (3) , Software Engineer (3) , Vice President (3) , Sr. Operations Specialist (2)

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

"The best CEO you can hope to work with" ((in 7 reviews)); "Permanent work from home" ((in 5 reviews)); "life balance, no capping on leaves, no office politics, everyone is approachable, and open to suggestions and recommendations." ((in 4 reviews)); "Remote working, Good Salary, Better Work" ((in 4 reviews)); "1.Wfh 2. Friendly atmosphere 3. Helpful Colleagues" ((in 4 reviews))

What are employees saying about Checkmate layoffs in 2026?

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

What are the top reviewed Checkmate locations?

New York , Chicago , Saint Louis , Los Angeles

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Checkmate

Checkmate reviews

3.7

67% would recommend to a friend

(72 total reviews)

Vishal Agarwal

88% approve of CEO

71% positive business outlook

Ratings by category

3.9

Work/Life balance

3.8

Compensation and benefits

3.7

Diversity & inclusion

3.6

Culture & values

3.6

Career opportunities

3.4

Senior management

Checkmate has an employee rating of 3.7 out of 5 stars, based on 72 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Checkmate 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

72 reviews

5.0

Jun 19, 2026

Pleasant work environment, but night shifts are common

Associate

Recommend

CEO approval

Business Outlook

Pros

Nice Enviornment to work in

Cons

Night shift for most of employees

3.0

May 12, 2026

Supportive Work Culture with Strong Learning Opportunities in SaaS Sales

Senior specialist - sales

Recommend

CEO approval

Business Outlook

Pros

Supportive and collaborative work culture Good leadership exposure and learning opportunities in SaaS sales Remote flexibility with healthy work-life balance Helpful teammates and positive team environment Strong exposure to outbound sales, CRM tools, and US-market client interactions Opportunity to work on innovative restaurant-tech and automation solutions

Cons

At times, internal communication and cross-functional information sharing could be improved for better alignment Business restructuring and project-level uncertainty impacted team stability Some projects, especially in the SMB segment, did not scale as expected, which eventually led to organizational restructuring and layoffs

3.0

Apr 15, 2026

My experience

Senior software engineer

Recommend

CEO approval

Business Outlook

Pros

- Interesting usecase and products - Good work life balance

Cons

- Involves mostly maintainance work

Viewing 1 - 3 of 72 Reviews

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