I wanna go through the GWATLW catalog (though likely not the whole thing) but not really sure where to start

I guess I'll start by saying I know and like the following 4 songs of theirs:
Iron Lung
Nuclear Fusion
Kepler 22b
O.N.E.

my general music background is prog rock/classic rock/alternative rock
(my top 10 artists for reference:
Radiohead

Led Zeppelin

The Beatles

Grizzly Bear

Rolling Stones

Stevie Wonder

King Crimson

Steely Dan

Yes

Jimi Hendrix
)