We have a huge amount of information on Items To Bring To CDL School, Training, and OTR so have a look at that.
I would go through that list of items and suggestions and come up with about two duffel bags worth of stuff. Whatever you think will be most important that you can fit in two bags. That's a great place to start. If you find you still need more room I would ask how much will be available. But trucks are tight so you might find yourself sleeping with those bags at the end of your bed.
A CDL is required to drive any of the following vehicles:
OTR driving normally means you'll be hauling freight to various customers throughout your company's hauling region. It often entails being gone from home for two to three weeks at a time.
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I'm with Werner as well and I generally get to shower at least every other day though I do try to make sure it is closer to everyday. As someone else pointed good trip planning is a necessity. Even if I can't stop for my 10 hour at a place where I have shower credits, I'll someone shower on my 30. Being able to shower quick is a plus.
TWIC:
Transportation Worker Identification Credential
Truck drivers who regularly pick up from or deliver to the shipping ports will often be required to carry a TWIC card.
Your TWIC is a tamper-resistant biometric card which acts as both your identification in secure areas, as well as an indicator of you having passed the necessary security clearance. TWIC cards are valid for five years. The issuance of TWIC cards is overseen by the Transportation Security Administration and the Department of Homeland Security.