I'll start off with Raiden II's Repeated Tragedy.
A local restaurant had this game, and every time we went, I'd beg my parents for money so that I could play it. I wasn't very good at the game, so I never got past the first stage, and so I heard this song a lot. Really gives me nostalgia.
Also got to shout out Streets, from Timesplitters too. I put a lot of time into this game as a kid, and this song is what got me into futurepop (love me some VNV Nation).
IMO Pyre is criminally underrated. The story is leftist and emotional as fuck and it kills me that it nobody has played it. I am also a huge sucker for Ashley Barrett and Darren Korb harmonizing.
Also bonus Undertale
It's hard to sell nerds on magic basketball
I never played Pyre, but the two of them have definitely done some great songs. Zulf and Zia's songs in Bastion were great.
EDIT: the scene at the end where you
spoiler
Save Zulf while his song plays
brought a tear to my eye the first time through.
https://www.youtube.com/watch?v=TAWmSzN7Uf8 is probably my favorite Pyre song
I found a YouTube link in your comment. Here are links to the same video on alternative frontends that protect your privacy:
I liked Pyre but I've still played it the least of Supergiant's offerings. Transistor is probably my favorite OST.
Pyre is the only supergiant I haven't played, probably because it's the least "Normal" of them