Along with the questions that Prezars asked, things to ask yourself are:
How's your driving/criminal history? If either one is spotty, you could run into some minor or major problems.
How's your work history? Most trucking companies want a 10 yr. work history, so if that's spotty, it could hold you back from working for the good companies from the start.
How are your finances? If you're living paycheck to paycheck now, chances are it's going to be a rough road for a little while. It's not impossible, but the better your finances are, the better off you are.
Are you looking for company sponsored training or can you afford to pay for school out of pocket? It's better to pay for your training out of pocket, because you won't be obligated to work for a company for a certain length of time.
Last but not least, what I always tell people looking to get started in trucking. Go down to your local DMV, get a CDL study guide, and start studying for your CDL permit on your own. There are links to online study guides on this forum to help you. Having your CDL permit in hand with endorsements before you go to school is a big plus. Good luck to you!
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