As a so-called "senior" skier at age 67, I'm definitely old-school, but I'm not interested in rear-entry boots. I want a boot where the liner and shell conform to my foot, rather than a system that pulls my foot away from the shell to get it into the heel pocket. I like precision, so I still ski in a pair of old-school Nordica Dobermann boots with a custom two-part foam liner and posted orthotic footbeds. They are impossible to put on when cold, so they ride to the ski area in the passenger side footwell. I place them next to a wall heater in the lodge as soon as I get there. Once I am in them, they match my foot perfectly. There is no pain, and I can leave them buckled all day, although walking is no fun.
I did miss skiing last spring when I broke my wrist. I couldn't get the boots on one-handed. I'm not going to buy a different pair of ski boots just for that eventuality, though.