Having your trailer lettered won't force you into a CDL. Using the rig for interstate commerce will. Hobbiest racers are fine, if you're racing professionally (i.e. it's your only or main job and source of income) then you will need a cdl although even then getting pulled over is unlikely. I only know of 3 teams ot ever get pulled over by the DOT and all three were let go with no problems.
Sean P. Clarke
WERA Motorcycle Roadracing
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