What to Ask Before Hiring a Ground Transportation Company

Kelly Devlin • April 13, 2026

What to ask before it goes wrong.

Many people hire a ground transportation company without asking a single hard question. Then something goes wrong.


A no-show chauffeur. A vehicle that doesn't match what was promised. A driver who wasn't background checked. A bill with fees nobody mentioned upfront.


These aren't rare occurrences. They happen when clients choose based on price and a polished website without digging deeper.

Here are the questions that actually separate a reliable transportation partner from a liability:



1. Are your chauffeurs employees or contractors? Employees are trained, background checked, and accountable. Contractors often are not. This distinction matters more than almost anything else.

2. What is your DOT compliance status? Any company operating coaches or vans for hire should have a USDOT number and a verifiable safety rating. Ask for it. Look it up.

3. Do you own your fleet or broker it out? Brokers book vehicles from third parties and lose control of quality the moment you sign the contract. A company that owns its fleet controls the entire experience.

4. What happens if a vehicle breaks down the day of my event? A real answer involves backup vehicles on standby. Silence or vagueness is your answer.

5. Does your quote include all fees? Fuel surcharges, gratuity, tolls, and after-hours fees can add 30% or more to a quoted price. Get it in writing before you commit.

6. Can you handle last-minute changes? Events change. Your transportation partner needs 24/7 dispatch and a fleet large enough to absorb those changes without putting your program at risk.

7. What is your cancellation policy? Know this before you need it, especially for large events where circumstances can shift quickly.


The right transportation partner answers every one of these questions confidently and completely. If they can't...or won't...that's your answer.


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By Kelly Devlin June 17, 2025
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