Great people and excellent benefits but culture is on a downward trajectory - Marketing Manager Square Employee Review

4.0
Feb 5, 2025
Recommend
CEO approval
Business Outlook

Pros

-Benefits are fantastic. The healthcare is the best I've ever had and they offer free dental and vision insurance. Good 401k matching and stock options available. -The community groups are wonderful. Parents, Pride, Women Engineers, Afroblock, etc. They offer opportunities to connect and get support from others across the company. -In-person meetups are great (when they happen). -Company provided laptops and work from home stipend with the option to work in-office if location permits it. -There are so many truly talented, smart people working there who I learned a lot from in my time at Square.

Cons

-Lack of empathy from Jack and upper management especially after repeated layoffs. The message was basically "deal with it or leave" after laying off over 1000 employees and moving their workload to others. -Jack's "inner circle" is a group of cherry-picked yes-men with no transparency. They are the real decision makers at Square. -While Square preaches equality and diversity, there is still a lack of accountability when incidents occur. I've witnessed discriminatory and misogynistic leadership succeed while "problem" employees are quietly pushed out. -Benefits are slowly being stripped away, ie. bereavement leave which was reduced to just a few days for the death of a close family member including a child or spouse. -Customer service reps are treated as dispensable and jobs are being farmed out to other countries so Square can pay less per employee. The quality of customer service has gone down significantly because of this. -Your experience is very dependent on which team in which department you are in. Some are better than others and consistency between orgs is lacking. -Stack ranking for raises is deeply problematic. I've watched high-performers get no raise and a poor rating so that others could get promotions because they are severely limited by upper management. So much is dependent on your managers opinion and oftentimes how much they like you. Bias is a huge problem.

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5.0
Mar 4, 2026
Recommend
CEO approval
Business Outlook

Pros

Had an amazing time building with AI

Cons

got removed by artificial intelligence

2.0
Jul 13, 2026
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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