In this episode of Fleet Legends, sponsored by Legend Fleet, we sit down with Oleg Cytowicz, a lifelong fleet professional whose journey from racing pit crew to global fleet operations is full of perspective, humor, and heart.
Hosted by Lauren Fletcher, your fleet industry storyteller, this conversation dives into Oleg’s early days logging mileage by hand, the tech revolutions that reshaped fleet management, and why (no matter how smart the tools get) people will always be the core of it all.
Oleg’s take on leadership, learning, and connection is pure gold for anyone in fleet, whether you’re managing one van or thousands.
Watch now to learn:
How Oleg went from racing cars to managing fleets across North America and Europe.
The two lessons every fleet manager should learn early.
Why understanding people matters as much as understanding vehicles.
How to stay sharp with technology (and why AI still needs a human touch).
The secrets to building trust, teamwork, and long-term industry friendships.
And the real “Fleet Manager’s High” that keeps pros coming back year after year.
Learn more at https://www.legendsoftheroad.com/
💬 Drop your favorite insight from Oleg in the comments and let us know who you’d love to see featured next!