It's been a while since I've drawn the cast of a TV show. It's one of my favorite things to do, so I thought I might start a new one. I've been watching Star Trek: Deep Space 9 (a show almost as old as I am... what) and it's really good (just started season 6!). My brother's been wanting me to draw these characters for years, and now I understand why! I thought this might be a good opportunity to talk about my caricature process.
This is how I start - with a rough sketch. I find that the longer I work on a caricature, the harder it gets to capture a likeness. The moment I start to overthink it or overdo it, it doesn't work anymore. This rough sketch stage helps me really capture the essence of the character without much detail. I'm mostly concerned with getting the main features of the character down... things like head/face shape, eye, nose and mouth shape, etc with as few lines as possible. I try not to spend more than a few minutes on each face. And of course, I make sure to have reference photos of the character up on my screen to look at (though I find it easier if I focus on just one photo).
UPDATE: Here is a link to the finished drawing!