I consider myself an advanced amateur, but I've been paid for multiple images...??
Actually my first paid shoot will be in 3 weeks - I'm handling the reception party/dinner shoot after a wedding. It's primarily candid images. I was approached about it, and gave my fees, what's included etc. They said yes...
I think it's time to do more images of people. That doesn't include the commercial shoot (marketing literature images) I am going to be doing for a Fortune 1000 company either...
According to taxation laws, I am not sure. I am somewhere in there... it's the nether land of beyond "hobbyist" and approaching "semi-pro", since it's not my primary source of income.
Disclaimer: I've seen the works of some "pros" (not anyone here - I am talking local to my area) and I hang my head in disbelief - I wouldn't post such an image (usually OOF) if my life depended on it.
Cheers,
Marc