I can’t make any predictions, but I might see a few problems with moving to debian. Flatpaks are a pretty good replacement for lots of apps, but especially with stuff like drivers for Nvidia cards (and supporting Nvidia so well is something Pop!_OS seems to like), you just can’t get all the way with the debian repos.
I think if they were to move, imo it would be more realistic to use something like Fedora as a base.
I mean, I definitely consider my patched DWM as part of my dotfiles, just one that happens to be compiled. And if I can 1-up your pedantry, mine is in .local so it is literally in my "dot"files :P.