There are a number of us who are making the transition from working a full-time job (that we may not necessarily love) into a more be-your-own-boss type lifestyle with freelancing, specifically with WordPress.
This is a neat transition and one that is both very exciting but also fraught with tough decisions, a bit of anxiety, and let’s a honest, an unknown future.
Be encouraged though as many have gone before you, and have lived to tell the tale! These two great WordCamp presentations may give you more fuel to your fire:
The first one is from Aaron Ware from a 2012 presentation and this next one is by Brian Casel via the same WordCamp Providence event: