Does Square pay their employees well?

According to anonymously submitted Glassdoor reviews, Square employees rate their compensation and benefits as 3.7 out of 5. Find out more about salaries and benefits at Square. This rating has been stable over the past 12 months.

How satisfied are employees working at Square?

63% of Square employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Square 3.5 out of 5 for work life balance, 3.5 for culture and values and 3.3 for career opportunities.

What are the top reviewed jobs at Square?

Account Executive (10) , Software Engineer (8) , Business Development Representative (BDR) (7) , Program Manager (4) , Customer Service Representative (3) , Senior Account Executive (3) , Account Manager (2) , BDR (2) , Business Development Manager (2) , Customer Service Advocate (2) , General Manager (2) , Marketing (2) , Marketing Manager (2) , Product Designer (2) , SEO Manager (2)

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

"the people are great!" ((in 8 reviews)); "Decent pay (but doesn’t compare to other tech companies) and unlimited PTO." ((in 5 reviews)); "Work life balance can be good if you advocate for it" ((in 5 reviews)); "Good salary and good team to work with" ((in 4 reviews)); "Good culture, work from home, solid pay" ((in 4 reviews))

What are the cons of working at Square according to real employee reviews?

"inexperienced leadership and constant reorg." ((in 7 reviews)); "layoffs recently have hurt morale a bit, but confident in the overall company direction and leadership" ((in 6 reviews)); "Bad manager just get reassigned" ((in 4 reviews)); "facing can take pto whenever they want, and they get all the holidays off" ((in 3 reviews)); "management can be difficult to work with sometimes" ((in 3 reviews))

What are employees saying about Square layoffs in 2026?

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

What are the top reviewed Square locations?

San Francisco , Saint Louis , Atlanta , Scottsdale , New York , Los Angeles , Jersey City , Phoenix , Oakland , Washington , Charlotte , Sioux Falls , Union City , Denver

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Square reviews

10/10 would NOT recommend - Sales Square Employee Review

1.0

May 14, 2025

Sales

Recommend

CEO approval

Business Outlook

Pros

the people are great! I cannot lie about that - but it's most likely because we are constantly trauma bonding over the new updates from SQ.

Cons

Jack is a mess. no internal movement. poor compensation. constant layoffs. middle management is useless. Jack is replacing everything with AI, no one is safe. lack of transparency. leaders are afraid of change and still think its 2011, causing issues within the company / causing it to remain at a standstill. the product itself needs improvements, we hear it all the time from customers who are churning - yet no product improvements have been made.

Explore other reviews about Square

5.0

Mar 4, 2026

Senior software engineer

Recommend

CEO approval

Business Outlook

Pros

Had an amazing time building with AI

Cons

got removed by artificial intelligence

2.0

Jul 13, 2026

Account executive

Recommend

CEO approval

Business Outlook

Pros

The pay and benefits are awesome. Healthcare and added corporate perks are some of the best. If you can make a strong territory you can make a lot of money.

Cons

A LOT. I have worked in tech sales for years and for competitors and I can tell you that Square is light years behind in the way that they coach, support, and in creating business systems that have real impact. Leadership changes as fast as anywhere I’ve ever been if one half or quarter goes bad. The data is so bad which is one of the reasons all the AI tools they try and slap on salesforce never have any real impact. ROE means nothing here either, it’s the Wild West and its dog eat dog. Whoever knows the right person and gets the lead first gets the deal so it can be inequitable compared to other sales orgs. Lastly the whole sales leadership team just sends pump up messages as the way they think they’re supporting the team. The lack of authentic support just makes reps miserable and makes them feel isolated. Especially because they know they’re always on the chopping block if they have a bad Q

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Jobs at Square

Brokerage Operations Associate

Brokerage Operations Manager

Financial Operations Principal

Portland, OR

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