Choosing your Airstream to suit your 'wants', not your tow vehicle makes a lot of sense. Although you'll take a depreciation hit on your Yukon, it won't be nearly as much as you'll take on trading a two-year old Airstream to buy another that suits you better.
We decided to do it that way this time, and we're very pleased with the results; both the truck and trailer.
However, I've never been one to keep a car or truck much longer than three years (with a few exceptions.) My first Airstream, though, we had for eight years, and we're planning on keeping this one much longer. Vehicles have changed pretty dramatically in ten years. Trailers haven't changed all that much.
AIR 2053 Current: 2006 Born Free 32 RQ Kodiak Chassis, & 1995 Coachmen B-van
Former Airstreams: 1953 Flying Cloud, 1957 Overlander, 1961 Bambi, 1970 Safari Special, 1978 Argosy Minuet, 1985 325 Moho, 1994 Limited 34' Two-door, 1994 B190 "B-Van"