Now this is for OREGON. I'm a CPA and I've had construction industry clients put through the ringer with these rules. Seems like one a year. I've warned them all several times for years and years. They all seem to ignore the rules for years then a driver gets pulled over by a ODOT enforcement officer. And its always the dumb driver. ODOT officer learns its a company truck and the driver is clueless about the rules. Next day ODOT is at the company shops doing a full inspection of all equipment, asking about log books, driver licenses, insurance, 'T' Plates, Perm plated trailers, CDL's etc... Usually the company ends up paying for all the proper 'T' plates and 'Perm' plated trailers for the current and prior years they can go back to. Plus the company usually gets hit with a $ 5,000 FINE. I had a small Construction company client nailed for a F450 type truck hauling a 10K trailer plus the trailer was overweight with a bobcat on it. It ended up being a $ 30K bill by time ODOT was done with all the vehicles, trailers and fines.
A 'T' Plated Pickup is required licensed for up to 26,000 pounds is $ 764/year. It is required if the trailer is rated for more then 8,000 pounds. Even I personally pay this license fee because I have a 100% personal use dump trailer rated at 14k and an 100% personal use enclosed trailer rated at 10K.
The best practice is for a small company to buy a company truck (and trailer if needed) and make two or three employees (plus a manager/owner) know all the rules and being properly licensed and insured for whatever weight you might need to be hauling.
Yep, you're telling them like it is. I've had many arguments with wannabe haulers here on TDR who think they can abuse the system and fool law enforcement with some bs story but as you've explained, getting caught can be very expensive.