Brag Better: How Fleet Managers Can Showcase Wins Without Sounding Arrogant

This article is based on a recent episode of The Fleet Success Show podcast. Watch the full episode here: 

“If you’re not telling your fleet’s story, someone else will—and they won’t get it right.” – Facundo Tassara

Stop Being Modest. It’s Holding Your Fleet Back

In the world of fleet maintenance management, modesty might seem like a virtue, but it’s actually costing you visibility, trust, and budget. If you’re managing vehicle uptime, cutting costs, and running a tight operation but no one knows about it, your fleet’s success is flying under the radar.

In this episode of the Fleet Success Show, hosts Marc Canton and Facundo Tassara dive into how fleet professionals can promote their teams without sounding self-important. More importantly, they share actionable strategies on how to tie your wins to what leadership actually cares about.

From elevator pitches to wardrobe upgrades, this episode is packed with tactics to help you become the strategic voice your fleet deserves.

It’s Not About Ego. It’s About Impact.

Promoting your fleet isn’t about bragging, it’s about translating your results into organizational value. Especially in government fleet management software settings, decision-makers need more than just data. They need context. They need relevance.

Facundo puts it plainly:

“Sometimes you’ve got to brag a little—but always deliver it like a team win, not a ‘me’ show.”

KPIs like PM compliance rates, asset availability, and cost-per-mile savings are powerful—but only when tied to the goals of city managers, finance directors, or safety chiefs.

Your fleet maintenance system already holds the data. Now, it’s your job to craft the story.

Own the Room With a Fleet-Centered Elevator Pitch

Facundo shared a perfect example: stuck in an elevator with his city manager, he took the opportunity to deliver a tight, confident pitch. Why did it work? He was prepared.

Your story should be ready at a moment’s notice, and include:

• Your preventive maintenance compliance percentage

• Your fleet availability rate

• Your cost-saving or green fleet initiatives

• How all of this supports city or department goals

That’s how you connect your fleet maintenance software performance to real-world outcomes.

Appearance Drives Access

Want to get a seat at the table? Look like you belong there. Facundo explained how updating his wardrobe—from work boots to business casual—shifted how leadership viewed fleet. It wasn’t about fashion. It was about representation.

You’re not “just fleet”—you’re a strategic leader of a multimillion-dollar operation. Dress accordingly.

Turn Data Into Influence

“95% availability” sounds great—to you. But if your boss doesn’t understand how that keeps patrol cars on the road or snow plows running during storms, the metric falls flat.

Marc stressed the importance of translating fleet data into business impact. Use your vehicle fleet maintenance software to collect the data, but always deliver it in a way that resonates with your audience.

Build Relationships Before You Need Them

One of the most jaw-dropping moments in the episode? Facundo accidentally received a $200,000 fleet vehicle order without prior approval—and got it paid within 24 hours.

Why? Because he’d built trust over years. He showed up. Ran races. Brought coffee. Built bridges. So when the time came for a big ask, people had his back.

TL;DR – Your Fleet Promotion Checklist:

• Tell your team’s story—not just your own
• Know your elevator pitch, and make it data-backed
• Use your fleet maintenance system to create narratives, not just reports
• Build trust before emergencies hit
• Dress and act like the leader you already are

This episode isn’t just advice—it’s a field guide for strategic fleet leadership.