I'm working on another poster for the company's second round of the Eat Well Live Well Challenge, and they wanted a sign to increase participation... by making fun of the guy that won the last round.
Here's my initial sketch:
Then here's the caricature - initial scan, cleaned up linework, and colored:
I'm pretty proud of the likeness. Though in truth I'm not sure it's quite a caricature - he pretty much looks like this in real life: big ol' hair and 'stache, same green fleece and khakis every day.
UPDATE: Here's the final poster.