UPDATE: Changed the o-ring and it holds pressure now.
I took it apart to clean, and the o-ring is shot. Will get a new o-ring tomorrow. Thanks for your help everyone!
Castlevania Symphony of the Night. Had no idea what I was getting into and have been chasing that same experience ever sense.
I second this! Donkey Kong 94 is a must play, and I feel like Wario is the true Game Boy mascot.
Mole Mania also deserves a shout out. Another Shigeru Miyamoto game that gets even better on the Super Game Boy.
I think I found the answers, posting them here so one less person ends up needing to search that other site. (I need to make a Tools magazine to ask questions in)
-A Used Chicago Pneumatic, not to be confused with Harbor Freights Central Pneumatic. They are $50 used all day, reliable, and can be rebuilt. https://www.youtube.com/watch?v=KTdKYtqO94I https://www.youtube.com/watch?v=GzRlXSIMeeQ