I've been skiing, climbing (rock and ice), bacpacking for about 50 years. I've gone from wool, cotton mesh and wool-cotton blend baselayers, army surplus, 60/40 cloth shells, nonbreathable rain gear, and down (see my avatar for an example) to goretex, fleece--including the first generation brown stuff that still sits in my car when I drive I80 in bad weather--wicking base layers, synthetic puffies. I've spent a day and a night on Mt Washington, where the picture was taken, -10F high, -30F low with winds 100-140mph in the old stuff, -40F temp at Alta, -40 windchill on the Aiguille du Midi, and plenty of spring skiing in California. I can't honestly say that I am any more comfortable now than I was back in the day. Do strenuous activity outdoors in tough weather conditions and you will be uncomfortable from time to time no matter what you are doing, and managing your comfort will depend more on your behavior than on your gear. With resort skiing i figure I'm doing it right if I'm cold on the lift and hot on the run. Best gear advise I can think of--in checking a jacket see how easy it is to operate the zippers and flaps with gloves on. The point of this rant--don't overthink it and don't overspend, especially for resort skiing where comfort and survival are waiting at the lodge.