Odds of Hanging On
Just because you get one gig as a choreographer doesn't mean you'll ever get another one. Most pro choreographers go from contract to contract like desert wanderers going from oasis to oasis. (Ooh, poetic.)
Let's say you're one of the incredibly lucky few who've broken into the pop scene. One week, you might be putting some moves into a Katy Perry video; the next week you might be choreographing a flash mob for a new Apple commercial; and the next week, you might be sitting around your apartment, counting the cracks in the ceiling.
The reality is that no matter how successful you are as a choreographer, you're never guaranteed job security. Even if you start your own company that—miracle of miracles—manages to become financially solvent, there's no guarantee that it will stay that way. The public is fickle; arts funding is constantly getting slashed; you just never know when some torpedo of doom will come and sink your career.
If you're looking for real security, the best thing to do is get a job at a university or a private studio. In these places, you can scratch that itch to choreograph without sticking out your neck.