Paper money isn't the best thing to have signed, but collectors like Dale Earnhardt autographs. If it is signed in a good place, meaning one that is in a "blank" area, it is worth as much as $100. Many collectors would clip it and mat it with a photo or other memorabilia.
Your signed photo is worth $150+.
I own a one dollar bill autographed by Dale Earnhardt Sr. I also have an autographed 8 X 10 photo. Are they worth anything?