Okay! Let's see what I can come up with here that's crucial to know if you've buddied up with Wade for the past few decades.
• First off, he'd take great offence at being called a superhero. He's absolutely not a hero. Anti-hero, perhaps, but not a hero. • He used to be hot and now he's not because of cancer or rather cancer cures. There's a whole origin story in there (basically the entire first Deadpool movie) but I'd lean towards him not sharing so much of that unless specifically prompted so let's keep this simple. Looking like the result of Freddy Krueger face-fucking a topographical map of Utah has left him a little self conscious, something I'm sure Jack would know if they've been hooking up. • Canonically pansexual and sexually adventurous. • He tends to split up himself into two personas, Wade and Deadpool. Wade is a lot more grim and depressed, which Deadpool makes up for by being obnoxiously cheerful and aggressively offensive. This is, of course, a defence tactic to keep people at arm's length. He's also a big believer in the sanctity of the secret identity - you don't unmask a fellow spandex avenger - so if Jack knows his real identity that's a great level of trust. • His superpowers allow him to heal from anything. Anything. He regrows limbs and everything. • The thing with Spider-Man is a canonical thing though Oli and I will probably play it up as Deadpool having a one sided crush that never really amounts to anything in the actual game.
I think that's all I can think of right now, but please tell me if there's anything else you need!