At most trucking companies you can take someone with you on the road. What you need to do is find out whether the company that you are interested in allows it
The question to ask the trucking company that you are interested in is, "What is your rider policy?" or "Do you have a rider program?"
The rider policy/program will give you the rules and terms for that company about taking family and/or friends with you over the road. Here are a few topics that may be covered to determine whether someone can ride.
That is just an example of what might be covered in the rider policy of the company that you are interested in.
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