Fleetio reviews

3.2

50% would recommend to a friend

(124 total reviews)
avatar

Jon Meachin

63% approve of CEO

50% positive business outlook

Fleetio has an employee rating of 3.2 out of 5 stars, based on 124 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

124 reviews
5.0
Jun 24, 2026

Supportive colleagues and strong product

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.

2.0
Jun 19, 2026

Not a fun ride

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

The story of Fleetio was so strong - the Founder, why he built it, how he built it, etc. The product does address real-world issues.

Cons

This was one my least enjoyable jobs in my career. The pressure from the top and leadership was relentless - you could never do things fast enough or well enough. Psychological safety was very low - the treatment of others was at times inhumane. It was mostly just stressful, didn't have much fun.

1.0
Jun 19, 2026

A different perspective on ‘raising the bar’

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

There were some genuinely great teammates who cared deeply about their work and customers. The people I enjoyed working with were collaborative, supportive, and committed to delivering value, even when priorities and direction were not always clear.

Cons

I wasn't planning on writing a review, but this one caught my attention because it reads less like an employee perspective and more like a leadership talking point. The narrative that turnover is simply the result of employees being unable to meet a "higher level of performance" doesn't align with my experience. Most of the people who left were talented, experienced professionals who had successfully navigated high-growth environments before. High-performing teams can absolutely handle ambitious goals, rapid change, and increasing complexity. What is difficult is operating in an environment where priorities constantly shift, strategic direction is lacking or changes without clear rationale, and teams are expected to absorb the resulting disruption. Those are leadership challenges, not employee shortcomings. It's convenient to frame turnover as a performance issue, especially when many of the expectations and organizational changes being cited were only recently introduced. Many employees were never given a meaningful opportunity to demonstrate success under those new expectations before conclusions were drawn about their ability to meet them. Rather than assuming departures were simply the result of people being unable to keep up, it's worth considering whether there were broader organizational, strategic, or leadership challenges that contributed to those outcomes.

Viewing 7 - 9 of 124 Reviews

Glassdoor has 129 Fleetio reviews submitted anonymously by Fleetio employees. Read employee reviews and ratings on Glassdoor to decide if Fleetio is right for you.