I may be late to the party, but I thought I would throw in my two cents worth. I would absolutely not go any longer than 28ft, shorter would be better. They can get everything they need in an 18ft trailer too. With the shorter wheelbase of the Tahoe, it will be hard to get a swaying trailer back in control. The longer the trailer, the more prone they are to sway, especially if they are tail heavy. Rear kitchen models tend to have more weight toward the back, but this is not always the case. If they are purchasing new, the dealer must have a mathematical dry weight calculation for every trailer. This includes all accessories on the trailer, as it sits on the lot.
Like SuzysJ said, get a good weight dist/ sway control and avoid the friction bar, they are only adequate at best. The Reese Dual Cam is a great hitch, as is the Equal-I-Zer. It is not a lesser hitch, they are the reason Reese made the Dual Cam. Check out the Reese SC too, it is their newest setup and I like it better than the Equal-I-Zer. Reese (as do most w/d hitches) uses a spring bar, where the Equal-I-Zer is a rigid bar. It has less bouncing, but potholes/ expansion joints transfer to the tow vehicle.
A good brake controller is a must too. Tekonsha P3, Prodigy and Primus IQ are the ones to look at. They are full digital units and are much smoother than their mechanical or time based counterparts.
I have never heard of problems with factory brake controller wiring. We sell 200+ RVs a year and I can't think of one instance where there was an OEM wiring issue. SuzysJ, can you post a link or site some reasoning for changing the wiring?