i mean, should a meme that's not exceedingly political but pokes slight fun of a political figure increase the chances of you getting into a given country, when its on your phone?

No, it's a double edged sword, it is.

on the other hand it would be kind of funny if having pictures of bald eagles and us flags and pro trump memes on your phone made la migra care more about the immigrants they are deporting.

Again, no. I only have so much room on my phone for corny-ass-mostly-lazy-spoiled-shits; mainly cats.

I'm not going to some authoritarian shithole that thinks they need to see my phone.