Yes we can (use the pen tool). I've been busy drawing a follow to the Summer 2008 State of the Web, and for the Winter 2009 version I'm going to have a slide featuring Barack Obama. I just finished turning him into a vector illustration and I'm really pleased with how it turned out. still feel very clunky using Adobe Illustrator, but it's getting much easier.
One last thing: like I said I'm drawing the followup to the State of the Web, so I'm looking for any ideas on what to draw. I've already got a pretty good list going, including adultfriendfinder filing for IPO, sad [something] is sad, and a bunch of zunes crashing when the clock rolled over to 2009. If you have any additional items, feel free to let me know. I'm looking for popular memes (such as rickrolling), but stuff that's a bit more recent.