I'm not sure a 32' TT is a good match for an Escalade. Watch the payload and receiver ratings. Which model Aspen Trail?
As for a WDH, I highly recommend one with integrated sway control. Equal-i-zer 4-pt and Reese Strait Line can both be had for under $500 shipped. Many dealers do not correctly adjust it once installed and the load empty when you pick it up will change when you put 1000+ pounds of stuff in the TT for a long weekend. So your husband will want to learn how to adjust it anyway, so he might as well install it.
15-20 minutes? Um, maybe to install, but I have spent hours adjusting mine.