Dropbox

The teammates were incredible, with really great collaboration through a virtual-first approach. The guaranteed work from home was amazing, the benefits were great, and it's a tech company that makes a product people love instead of something evil. It was easily five stars when I joined.

When I left, my team had about 3x the ownership responsibility with 2/3x the team size as when I joined. Repeated layoffs churned through institutional knowledge and left a good chunk of those remaining in KTLO hell. Leadership directed a good chunk of staff into an "AI" product that no one uses, and those remaining are stuck under awful Amazon-style top-down micromanagement.

I honestly believe Dropbox would be a five-star company if all of its current leadership left and the new leadership left things alone. Dropbox is a fine and much-loved product, and the engineers know how to take care of it without leadership's constant reorgs and priority changes.