On February 24th of 2008, I started a project on Flickr called the 365 Days project. Well, 366 days later (2008 was a leap year), I completed the challenge I had set myself. I had taken 366 photos somehow featuring myself and uploaded them for all to see. And most likely laugh at.
Some random statistics about my year of self-portraiture:
You can see the whole set of pictures here: http://www.flickr.com/photos/phammond/sets/72157603977922609/
I had great fun doing it, although some days were a real chore. The ideas well ran fairly dry early on in the project. There are a number of pictures I am really happy with, and quite a few that were just terrible! Along the way I met some cool Flickr users. My Photoshop skills certainly improved during the year too.
Try it, it's fun!