If you say "I am worried about having a lot of money," either you DO have it now, or it will be happening very, very soon - you have won the lottery and your first check is coming soon.
If you wish to say that it's a goal, say something like "I'm excited about the prospect of having a lot of money" (which is why I'm looking for elderly millionaires to marry) (which is why I'm studying medicine) (something to show why that prospect is likely for you). If he's worried about his current state, then I think you need to have him say "I'm worried about not having enough/very much money."
In your other question, I don't think you're worried about the friends as people (would they get sick? would they be okay?), but about the idea of whether you would have friends, so it's something (the idea) that you would worry about. Plural friends and singular someone don't work together - use someone like this: That guy in Accounting is someone I could imagine going out with.
PS - Don't forget that "I" should be capitalized.
- G²