Great Sales Culture - Sales Middesk Employee Review

5.0
Jan 16, 2026
Recommend
CEO approval
Business Outlook

Pros

Strong product with real customer value, thoughtful leadership, and a sales culture that rewards curiosity, collaboration, and ownership.

Cons

Fast-paced environment means priorities can shift quickly, and there is a constant need to adapt and learn on the fly.

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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