Sunday Mailbag

May 11th, 2008 | Posted in Mailbag

Q: Hey, Tom, I’m a daily reader of your blog and would like to hear you talk about getting started, i.e. your first steps into the cartooning field.

A: I can certainly tell the story of how I got started in cartoning but it wouldn’t apply much to today’s market. Circumstances change with time and what was true then is no longer true now, just as breaking into the cartooning field in the 60’s was different than it was when I did it in the late 80’s.

I went to college at a small art school called the School of Associated Arts in St. Paul, MN, where there was zero cartooning in the curriculum. I was on my own when it came to learning cartooning or incorporating it into my career plans. What made an eventual cartooning career possible for me was getting a summer job doing caricatures at a theme park near Chicago, IL. I worked with some very talented cartoonists and artists, including illustrator Gary Fasen, current DC Comic’s superstar Doug Mahnke, WB animator and children’s book illustrator Dave Kamish and many others who went on to have successful art and cartooning careers. I learned a lot about cartooning, caricature and humorous illustration working with those artists and applied what I’d learned to my schooling where and when I could. My first freelance cartooning job was doing caricatures for a morning radio show advertisement that I did for one of my college professors who had a design firm.

In 1989 went on to manage a caricature art concession at Six Flags, Atlanta for Fasen Arts, and while there I “broke” into cartooning via a comic book company called NOW Comics. One of my fellow caricaturists, Chuck Senties, had gotten a job drawing a title called Ralph Snart for NOW, and had let me know they were looking for an artist to draw another title for them called Married… With Children. I sent them some sample pages and became the penciler on the book.

That was really my first big break in the field, but it was a combination of luck and circumstance. The luck was hearing about it and applying at a time they were looking for an artist capable of humorous comic book work and caricature. The circumstances which made it possible were several. First, in 1989-90 the comic book field was in a golden age where comic books sold by the millions of copies and almost anybody who could breathe and draw even a little bit could get a job in comics. Second, NOW Comics had a bad reputation for not paying or paying late, and no one with any real experience wanted to work for them. Third, in the meantime I opened up my own caricature concession operation at Underground Atlanta and had that and my Six Flags jobs to pay my bills so I did not care much about that second point.

Anna and I, and our baby daughter, moved back to Minnesota in 1990 and I opened up another caricature concession at a small theme park called Valleyfair. I was still doing Married… with Children and did a miniseries for Marvel called The Coneheads as well, and I also started to pursue other freelance work by showing my portfolio around the Twin Cities and talking to other illustrators. I got a few local jobs for publications like Minneapolis/ St. Paul and Twin Cities Business magazines, but quickly realized the local market was too small for me to make a go of it with freelance. I started advertising in a source book called the mebeliDirectory of Illustration, a nationally distributed illustration ad book. I didn’t get many clients from that ad, but I did get a few that gave me a lot of work, chiefly among them Business and Legal Reports where I did several comic book style booklets for school distribution on anti-smoking/drinking/drugs and similar themes. This client wanted digital files so I was forced to learn to use the computer for my work, something I had not ever done before. That would prove important.

Each year I continued to build my freelance client??⬨¬Æle slowly, adding a few new clients each year and gradually building my income from freelance up over time. I also added caricature operations in Missouri, Louisiana and Massachusetts along the way. A few jobs doing the images for some humorous CD-ROM games from Parotty Interactive and Hasbro got me deeper into the computer illustration end of things. Some more high-profile clients like Time Digital, National Geographic World, Detour, General Mills, Broadcasting and Cable and several pro sports team magazines helped increase my visibility. Continued advertisement in the DOI source book would get me a few new jobs and one or two new clients a year.

Eventually I got serious about working for MAD, and pursued that for about a year before they acquiesced and gave me a few assignments. It’s hard to believe but it was eight years ago next month I got my first MAD assignment. Since then MAD has been a steady client (among others) and many other clients have come and gone. Freelancing is both a blessing and a curse.

Two things were crucial in giving me the means and tools to eventually make a living as a freelance cartoonist / illustrator.

The first was the caricature art concession businesses I at first worked for and then my own that I started up and ran. That experience at first exposed me to some talented and knowledgeable cartoonists from whom I learned a great deal and through that job I developed my caricature and cartooning skills far more than I would have in art school. Opening my own businesses doing caricatures allowed me the financial freedom to pursue my freelance career at my own pace, not having to worry about house or car payments, or buying shoes for my kids. Without that, I’d have had to resort to a “day job” and likely would never have been able to keep at the freelance thing long enough to make a go of it.

The second element was my being forced to incorporate the computer into my work. Fortunately I was fascinated enough with the computer to take the time and put the thought into how to make the computer work for me in order to accomplish what I needed to with my commercial work. There is no question that the coloring techniques and digital delivery that is a part of most of my work today got me more than a few jobs over the years.

Thanks to Philip Wiley or the question. If you have a question you want answered for the mailbag about cartooning, illustration, MAD Magazine, caricature or similar, e-mail me and I’ll try and answer it here.


  1. meredithd says:

    Is there anywhere that someone can attend a workshop on caricature? I’d love to work at a caricature booth for the summer just for the experience, but unfortunately the nearest such venture is a good 3 hours away.

  2. Tom says:

    This past march there was a caricaturist mini-con in St. Louis that was open to the public, that features workshops on live caricature and lots of different seminars. They do not happen often but they do happen now and then.

    Check my “recommended art books” on caricature for some good books and a video series from Jim Van Der Kyle.


New profile pic courtesy of my self-caricature for the Scott Maiko penned article “Gotcha! Mug Shots of Common (but Despicable) Criminals” from MAD 550

Workshops Ad

Dracula ad

Doctor Who Ad

Superman Ad

%d bloggers like this: