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About as much as bike tech. If you are on the higher end, looking at carbon touring boots for example, a lot has changed in the last 5 years. If you're looking for your first pair of piste boots, then the most significant change will be how comfy the liner feels and how willing even smaller shops are to heat molding them to your feet.
boots... I guess it depends how much you ski. I wore a pair a bit too long, and they actually sheered mid turn at the ankle. Top separated from the bottom. Been skiing a long time so wasn't a problem but yeah do keep checking them and don't assume they will last forever!
My rule of thumb is new boots roughly every 90->120 days of skiing new boot time. For me that's normally every 3 years (but not recently due to covid)