[@Karkinos] Some aspects of the Character sheet are interesting, but remember, the setting is the mid 1990s, ie: no social media or twitter, and mobile phones were very rare. Michael may have one, but it would not be the most classiest of things and it would only be for phone calls. (Change Zuckerberg for Bill Gates as well) As for curses, he could have the healing factors as that's not outside the scope of the RP. You could play with something like his luck too. Where he may have become successful but the more he achieves the more the world tries to balance things out. You have some good ideas so far. Think about where you wanna take the story and what ways he may struggle.