More and more people are considering starting their own gig. It offers flexibility and the opportunity to be your own boss. The possibility of making a lot of money may excite you, or your primary driver may be the chance to follow your passion. When you think about whether to go for it, you're probably thinking of questions like: Can I risk several years of financial and job insecurity? Am I OK with failing? Do I have the right expertise to do this? What do I do if it doesn't work?