Could be a good paying gig, if you're willing to play the game. I could be wrong, but my hunch is his guys run completely legal... on paper. I've never seen a 5 truck reefer fleet that wasn't stright up outlaw. Get used to those loose leaf log books.
Also get used to multiple picks, multiple drops and plenty of grocery warehouses. Not to many small reefer fleets that don't haul garbage (produce.) It takes a special breed to play the produce game, you'll either love it or hate it.
As for no layovers, thats possible to accomplish. But you'll likely be running nothing but brokered freight. Sometimes a layover beats the alternative in that game. Everyone complains about how cheap the mega carriers run for. But theres a world full of brokers that expect you to run for rates that Swift would likely say no to. If getting a load to prevent a layover means earning 25% of a .90 cent load that you'll be under for 2500 miles, then it isn't worth it. Better to take the layover and wait for better rates. Nobody benefits from hauling cheap freight, especially not a percentage driver.
A few questions worth asking:
1. Are you an employee or contractor? (does he take out taxes from your check, or send you a 1099 at the end of the year?)
2. Does he have a fuel card program, or will you be fueling off of cash advances from brokers?
3. Does he handle the load management, or will you have to be calling brokers every day to give status reports?
4. Is dispatch forced, or do you have the ability to turn down low paying loads?
5. Does he have established customers, or is all of his freight brokered?
6. Does he have maintenance accounts set up, or is that another case of using cash advances?
7. Do you get 25% of gross, or 25% after he deducts administrative fees?