Well, I spent $40 last year when I got all of my hair cut off. I went from a butt-length braid to a 1960s chin-length bob. While the style didn't look very good on me, it was a good haircut and has held up well, but next time, I'm having my sister cut my hair. She's better at the style I wanted, hell she cuts her own hair and it looks great.
I gave the hairdresser a $10 tip, because I was so ecstatic about having all of that hair gone. Then I donated 1/2lb of hair to Locks of Love.
I'm going to grow my hair out for a while, though. I think when I get sick of dyeing it red, I am going to have my sister cut it off in a kind of pixie cut, then fool with it as it grows. Ultimately, I want an A-line bob, where it is real short in back and has longer bits at the front that come down to chin length.