@ScottyGS FYI
My previous 2018 RAM 1500 Rebel had air shocks and towed the Ollie pretty nice and was very stable going over bumps.
I upgraded to a 2024 RAM 1500 Laramie and when connected to the Ollie, I found that the suspension was a lot looser and the truck bounced excessively when hitting bumps.
I went to a place to get pricing for adding air suspension system to the rear of the truck and the owner of the store, suggested instead to add a TIMBREN spring (bumper stop) system which he uses on his own 1500 truck when halling his 8500 lb trailer instead of installing a air suspension system. The TIMBREN system replaces the existing rear bumper stops and is installed in the existing bumper stop cup. The price is a lot lower than air shocks and you do not have to worry about the air system loosening air.
With the TIMBREN system installed, when I connected the Ollie, the rear end of the Laramie only went down about 1" instead of 2" or 3" before the TIMBREN install. This necessitated the readjustment of the Anderson hitch height. When traveling now with the Ollie connected, the Laramie ride is now a lot more stable and does not bounce excessively when going over road bumps.