Challenging Work Environment - Anonymous employee Middesk Employee Review

1.0
Feb 14, 2024
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Everyone was passionate about their work.

Cons

My experience at Middesk was challenging, I've held back from writing this review in fears of backlash, but I wouldn't recommend this company to anyone. The workload was overwhelming, often requiring me to work beyond reasonable hours. This took a toll on my well-being, and I found myself in tears daily due to the stress. I wish I was exaggerating, but I cried EVERY day. Management's expectations were unrealistic, and the CEO even asked employees to write positive Glassdoor reviews, which raises ethical concerns. It's important for potential candidates to be aware of the demanding work culture and management practices before considering a role at Middesk. When I tried to bring up the challenges, they wrote it off as "this is the startup culture". In addition to the challenging workload, there was a significant lack of clear directions, goals, and tasks. It was often unclear what was expected, leading to confusion among the team.

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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