Great pay and flexibility, but growing pains present challenges - Anonymous employee Fleetio Employee Review

4.0
Jun 26, 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Fleetio offers competitive pay and compensation, along with strong benefits. The company has worked hard to create a flexible culture that supports a healthy, balanced work environment. The work offers the right balance of building new things and operating within established processes for a company at this stage of growth. There are meaningful opportunities to make an impact for people who enjoy scaling, improving, and challenging the status quo. The people are one of Fleetio's greatest strengths and a big part of why coming to work is enjoyable every day. Collaboration is a genuine part of the culture, and I haven't experienced anyone who wasn't willing to jump in and help. That's especially valuable in a remote environment, where strong partnerships don't happen by accident.

Cons

Like many growing companies, Fleetio is experiencing the natural growing pains that come with scaling. As the company continues to evolve, so does its culture. Those shifts are expected, but they can also create challenges as people adapt to new ways of working. Fleetio is very much in the midst of that evolution today. Fleetio is no longer the scrappy, early-stage startup it once was. Instead, it's a growing, mid-sized company focused on scaling thoughtfully while building something enduring. For someone looking for the fast-moving energy and constant change of an early startup, Fleetio may feel different today. For someone excited by the opportunity to help shape the next chapter of a company with ambitious goals, meaningful momentum, and plenty of opportunities to make an impact, Fleetio is likely to be a strong fit.

Explore other reviews about Fleetio

5.0
Jun 24, 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

What’s great about Fleetio is the combination of a strong culture, a product I’m proud of, a market opportunity that feels significant, and coworkers who genuinely want each other to succeed. There is a lot of room to grow, both as a company and as an employee. Expectations are high, but I’ve never felt like I was expected to figure things out alone. In the past, at other companies, I've experienced quite political and internally competitive work environments, and Fleetio could not be further from that.

Cons

The company is growing in a healthy way, which naturally means things change and not every decision is perfect. But its no more change than any other high-growth company. Communication around priorities could be stronger but I have also seen that improve in the last year.

2
5.0
Jun 22, 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

The company is regularly setting and making goals - we achieved and got record bonuses last year. The market has been changing and the company adjusts goals to suit instead of getting stuck. This didn't happen for years and things were starting to struggle with scale. Leadership has shown they're capable of making difficult decisions to correct that. Most unhappy folks I hear is that it's not "the old Fleetio" - which is true. We're a very different company at $100m+ than most folks who were here from $1-10m and don't want any change are experiencing.

Cons

It's a rapid-growth company and going through all of the common growing pains companies at this size does. I'll say they're handling it better than most any other company I've been at that has gone through this.

2
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