The amount of crap, er stuff, we bring on a week long ski trip is best described as a crapload. So 2 of us, 2 big rolling suitcases about 45lbs each. My boots, helmet goggles gloves shell in a roll on bag, my backpack with laptop, ipad, physical book, etc.. chargers, water bottle, snacks, etc. Robin carries her Transpack with boots helmet gloves, laptop, etc.. So we are pretty loaded down before we even get to the ski bag. We have a Dakine double roller bag that at 10 is getting a little worn at the ends but works fine. In that goes 2 pairs of skis, poles, some extra gloves, goggles, buffs, chemical toe and hand warmers. 90% of the people who fly with double ski bags seem to have the same model so we have some orange handle wraps for easier identification.
Above is when we fly - you wouldn't believe how much we can fit in a Toyota Highlander for a trip to VT!