I know of several companies doing local here that have drivers who have only personal insurance on their vans. The rules state that you are supposed to have commercial insurance as you are operating as a commercial carrier vehicle. I know many personal policies state in the fine print that the policy is null and void if the vehicle is being used for commercial purposes. These guys in my opinion are taking a risk and it just may cost them when they have an accident with a load on. Also many of these guys don't have General Liability or Cargo Insc.
I know that it costs more to have the proper insurance but it is a write off as a business expense, as is loss of income insc and disability.
Around here many local delivery companies don't even bother to check the insc status of the o/o vans as it is the o/o responsibility to be operating properly.