He did say he had a laptop he bought a few years ago that is still serving him well so obviously just like the shoes, the new laptop is a WANT not a NEED.
So really it really is "an item that isn't produced anymore and isn't going to be available all the time" versus "an item that gets updated, upgraded and a new and better version is released every 6 months to a year". Without knowing what item is which, what would you choose? Obviously the one that you have less chance of getting later on over the item that will surely be there on the shelves in a year or so or when his laptop breaks down.
You also got to keep in mind this is practically a luxury items thread, you don't have to choose the most responsible of choices so
$2k shoes isn't too far fetch.
Now if for some reason LV decides to make those a general release tomorrow, then dude is screwed but I really do not see that happening.