You might want to do it early - it's so much easier to learn with the wealth of the internet to help you. I'm a huge fan of https://hamstudy.org/, I've gone from zero to making my own gear and playing a lot with gnuradio in a little bit of time. It's really fun stuff. :)
When it's clear that civilization is going to collapse, I'll figure out how to use grampa's old ham radio equipment.