Strong benefits and flexibility, but leadership and communication needs improvement - Anonymous employee Fleetio Employee Review

3.0
Jul 2, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

There are several things this company does well. The benefits are strong, and the remote-first culture is real. The flexibility offered to employees is one of the best aspects of working here. Employees are trusted to manage their schedules and get their work done without unnecessary oversight. The product is genuinely valuable and solves real customer problems. There are talented people throughout the organization who care about the, the product, and doing quality work. The company also provides employees with the tools and resources needed to be successful. Many teams are made up of hardworking people who want to see the organization succeed.

Cons

At times, leadership communication felt inconsistent. There were situations where concerns, frustrations, or challenges were communicated downward rather than being addressed in a way that built trust and alignment. This created uncertainty and impacted morale. Transparency was also a challenge. Information was sometimes shared selectively, leaving teams without the full context needed to understand decisions or changes. This was especially difficult during periods of organizational change. The culture seemed to welcome questions and feedback when things were straightforward, but there was less openness when situations were unclear or when decisions were challenged. A healthy workplace needs room for respectful disagreement, questions, and conversations — especially when the path forward is not obvious. Across teams, it seems that there were competing priorities that took a way from bigger goals for the organization. Another recurring challenge was the expectation for employees to step outside of their defined roles to support other teams or fill gaps. Collaboration is important, but when this becomes a regular expectation without recognition, clear prioritization, or acknowledgment, it can lead to burnout and frustration. These items were often left off of performance evaluations as well.

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.

5.0
Jul 9, 2026
Recommend
CEO approval
Business Outlook

Pros

I truly love the work I get to do every day at Fleetio. The people are genuinely kind, smart, and helpful. There’s strong flexibility and trust with work-life balance. Fleetio also feels like it’s in a really exciting stage. It’s beyond the early startup days, but there’s still plenty of runway to help scale the business, work on special projects, and have a real impact. I’ve also appreciated the amount of autonomy in my role. I’m given a clear target, but I have the space to determine the best way to get there.

Cons

Indicative of a lot of tech companies, the pace may not be for everyone. Priorities can shift at times, so you do have to be flexible and on board with doing what's best for the business, even if it means switching gears and going in a different direction at times.

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