Nate, the situation you're in (having 3 vehicles that are higher miles and likely to wear out at some point) is a lot of what ultimately caused us to buy the Ram... and then the 2009 Mercedes for Laurie. Thing was, the F-350 and Excursion were worn out. 140k miles seems to be the point where vehicles tend to get more piddling issues. Yeah, a lot of people on here say they're still at 300k and going strong, but I think that the minor day-to-day things that come up are easily forgotten over time. You notice it when you're dealing with it, though. The Dodge you have is one that was made in a time when those trucks weren't that nice to drive, so I can understand why you wouldn't want to daily it. My real question is whether you have any towing needs that come close to requiring what you have, and if you'll ever have them again. You seem ready to get rid of that truck, and putting it and the Yukon towards that F-150 you really want seems logical. Get a few more years out of Karen's vehicle and then dump it. I don't regret the decision to buy a new vehicle at all. It's nice to be worry-free about it for some time. Laurie's new Mercedes is going to require some work I'm sure (being a 2009 with 96k on it), but a lot less than the Excursion was going to require, and she loves driving it.