I started drawing "The Diary of Captain Jack" three years ago. I was bored and in a room with a chalk board. So I made up the first episode on the spot, thinking to make fun of Pirates of the Caribbean, which I had just seen, and... voila! Captain Jack, the particularly paranoid pirate, and Winston, his first and only mate, were born.
As time went on, I got better at drawing characters and set pieces, the dialogue got a bit snappier, and the whole thing came together, but "Captain Jack" has never forgotten its origins. I still do every episode improv-style on a chalkboard or whiteboard, then copy it over afterwards. I write each episode under the watch of a writing group I attend every week, so they can see my mind at work and offer the occasional suggestion or plot twist.
"Captain Jack" is a cartoon created for one purpose: making fun of things. It has very little actual plot; 80% of the action of each episode consists of dialogue ridiculing the 'helpless verbal victim of the week.' No offense is meant if you like any of the things to be made fun of, but if you leave hate, I WILL be forced to laugh hysterically for taking the comic more seriously than it takes itself.
~CM
UPDATE: "The Dairy of Captain Jack" may have ended, but Jack is back in a brand new series, "Imaginary Friends Brigade," in which he and a number of other preposterous forgotten characters manage to escape the Island of Misfit Ideas and return to the real world... which they may just discover is way weirder than the one they just left. Jack stars, supported by another great (slightly larger) cast. Go check it out!