Once great company tarnished by middle management - Anonymous employee Fleetio Employee Review

1.0
Jun 15, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

This place used to be really great. Genuinely one of the best companies I’ve ever worked for. Decent pay and benefits, everyone seemed to have the common goal of making the product the best it could be.

Cons

This place has been destroyed by incompetence and borderline unethical middle management practices. You’ll be given a review where your performance is “approaching expectations” but off the record you’ll be told “not to worry about it” because “everyone’s first review after a promotion is approaching expectations”. If you are passionate about your work and you stand up for yourself when you’re told to use AI to do the core function of your job, you’ll be placed on a PIP with no previous warning. Management will cite the review as a basis for this, then bend inaccurate data to fit their narrative. If you question the accuracy of the data being used against you, you’ll be terminated the following day, before the PIP has even concluded, despite actively working to complete the tasks outlined within.

Explore other reviews about Fleetio

5.0
Jul 9, 2026
Recommend
CEO approval
Business Outlook

Pros

Very functional scale-up. We are well-resourced in regards to the tech stack and my team is given quite a bit of autonomy to execute our tasks. The role is flexible and duties challenging but reasonable. Great company culture, good cross-team collab happens all the time.

Cons

Sometimes Product iterates so fast that new features get launched before we're made aware of it or trained on them. It's a "good" problem to have I suppose, all things considered. Just inconvenient and awkward when the customer asks about it on a live call and we have no idea what they're talking about.

1.0
Jun 18, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

I loved my team. Remote work was convenient and led to hiring great talent. It felt like we were working on a product that genuinely helped people do their jobs better.

Cons

I wasn’t going to write a review until I saw that other reviewer implying that the people leaving or being laid off were simply unable to cope with change or had poor work ethics. That is patently false. The leadership brought in by investors shifted Fleetio from a people-first/customers-first company into a profit-at-any-cost, buzzword-tossing, hype machine. Product thinking has devolved from “What can we improve to help our customers?” to “What can we do to win [Large Potential Customer]?” You will not have project stability. You will be doing the workload equivalent of 3-5 roles. You will be told the reason you feel underwater is because you aren’t using AI correctly. You will then be told to stop using AI so much because it’s too expensive. You will be told that the company is in a solid place financially. You will then be told that people had to be laid off as they tout record numbers and a NASCAR sponsorship. People are leaving because their trust in the company’s leadership is broken and they’re worn out with the constant firings, lay offs, and goalpost shifting.

10
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