Can’t decide which vehicle would be best for my situation

Another idea, buy an older tow vehicle, say a 2007 Chevy 2500 crew with the 6.0, or something similar. Then buy a used Honda Civic for a daily driver. Sell the Tahoe and get your son a salvage title Kia (with airbags). You would be out a lot less than buying a new truck of any kind. If you want something bigger down the road, sell the truck for very little loss and get something bigger.