Fleetio Reviews

3.4

58% would recommend to a friend

(123 total reviews)
avatar

Jon Meachin

71% approve of CEO

60% positive business outlook

Fleetio has an employee rating of 3.4 out of 5 stars, based on 123 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Fleetio employee rating is in line with the average (within 1 standard deviation) for employers within the Information Technology industry (3.9 stars).

Reviews by job title

123 reviews
1.0
2 Jul 2026

Not so good after the “re-org”

Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Remote, decent benefits, can work in your own time zone

Cons

Low pay for engineering, zero real career opportunities, management has no clue what they’re doing, an unnecessary re-org, multiple layoffs, contradictory and unrealistic expectations from management. So much was torn apart with the “re-org” it feels like nothing was thought through. It’s created more issues for most of us. And we are all just expected to fix the problems that management has caused.

3.0
2 Jul 2026
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.

4.0
26 Jun 2026

Great pay and flexibility, but growing pains present challenges

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.

Viewing 1 - 3 of 123 Reviews

Glassdoor has 128 Fleetio reviews submitted anonymously by Fleetio employees. Read employee reviews and ratings on Glassdoor to decide if Fleetio is right for you.