Learn how to pack for a ski trip. There should be no reason to take more than a boot and ski bag for a 4-5 day ski trip.
Play revolving credit cards so you always fly free. Esp good if you have a business and a wife. Steal her miles! Do the same for kids.
Go to SLC - ski half days on arrival and departure to minimize lost work time and hotel nights. Cheapest EVERYTHING and it just so happens they have the ave best snowfall/conditions, best terrain(LCC) and best variety of ski resorts to try.
I could never fit everything in just my ski bag and boot bag. Unless I was traveling without my girl and using our big double rolling bag. If flying for 4 day trip I usually don't bring skis. 5 + I do.