I hope you find some comfort through IMing and "talking" with other gay men on the Internet, but you are settling for so little when you could have a full life. It's not 1907, it's 2007 and there are a lot of out gay men living life on their terms and making a good living at the same time. Maybe you'll continue to chose to live in the closet, but being out is not as impossible an option as you seem to think.
You're essentially accepting a support group situation when you could be in actual relationships.
Obviously it's your life and you're the one who'll live with the results of your decisions. But you've chosen which information to post about yourself and asked for advice so here's mine.
It's probably time you ended your professional relationship with your parents. It isn't healthy to begin with and at this point it's damaging your ability to grow up and own your own life. You ought to hire professional management, and if your parents need financial assistance and you're in a position to provide it, by all means do that. But frankly even that is off -- at the ages you and your parents are, parents support children not the other way around. They should be your parents, not your management, not your bosses, not your employees, not your financial responsibility unless they're incompetent which it sounds like they're not. I'm not saying they don't care about you or that they shouldn't be involved in your career or life, I'm saying the set-up is unhealthy for you and for your relationship with your parents and others. Your parents should be your parents and your management team should be working for you on your terms.
Secondly, while your income may drop if you come out of the closet, it's a mistake to look at that as a one-dimensional situation. There's a lot involved in a successful life and a certain level of income is only one element. There's a lot I don't know about your life, or your business, and you may have perfectly good reasons for remaining in the closet so you can pursue certain ambitions. But just as a rule of thumb --I've been around a while and seen how people's choices play out-- generally speaking it's a mistake to make life altering decisions based on money once we're able to take care of our essentials.
You are 18 years old and you say you're a successful skater. You ought to be exploring genuine relationships, excited at the threshold of the rest of your life. Hiding in a closet is not an exciting or happy place to be. Placing value on income is smart if you have a marketable talent, especially if youth is an inherent element of your marketability, but place value on your self-esteem and your Self as well. Owning ourself, living an authentic life, is worth a lot more than most people seem to think.
If I were you I'd read books written by gay athletes who came out. See what it (not only coming out but also their other struggles that probably are somewhat similar to yours) was like for them, how they dealt with it all and what results came from which choices. I haven't read it but Greg Louganis'
Breaking the Surface comes immediately to mind.
Good luck.