I have always owned large fifth wheels pulling with 3/4 ton diesel. Will now be going to a TT. I own a 2017 4X4 1500 Crew Cab Silverado with a 5.3 gas with 3.42 rear end and 6 speed trans. The max tow...
Start all over again and forget about all the DRY weight numbers you posted. Also forget about the tow rating of your truck. It's not nearly as important as the Payload rating...
To get correct advice, post the GVWR of the trailers you are considering. Lots of experienced members here on the forum and start to give you good advice...