Be wary of joining - Anonymous employee Middesk Employee Review

2.0
Nov 11, 2025
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

- Solid product and mostly decent people

Cons

- Poor leadership - New leaders are more focused on empire building...than actual company building. - Slowed growth of the business - a full team of revenue leaders were let go - Budget cuts - small pool for raises and had to make a last minute switch to insurance to save costs - Lots of strong contributors leaving For anyone interviewing - would think twice

Explore other reviews about Middesk

5.0
Jul 10, 2026
Recommend
CEO approval
Business Outlook

Pros

Collaborative and fun team to work with.

Cons

3x per week in the office. Not a lot of flexibility for remote work.

2.0
Jul 21, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

-Great people in IC roles -Flexibility when it comes to in office work policy

Cons

Middesk today is nothing like it was a couple of years ago. Leadership seems to make big decisions without including the teams, and by the time anyone hears about them, it's already a done deal. Trying to bring up concerns or give feedback doesn't go anywhere. Instead of listening, leadership gets defensive, and it can feel like you're treated differently for speaking up. That makes people stop sharing their thoughts altogether. The culture has been getting worse, and leadership doesn't seem willing to acknowledge it. A lot of really good people have left because of it. You can't expect talented employees to stick around when they're led by people who don't listen or support their teams.

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