Money Story - Christopher Denise: Building Habits and Space to Focus on Your Creative Work

Christopher Denise (he/him) is an illustrator, writer, teacher, and lecturer. He has illustrated many critically acclaimed books for young readers including Alison McGhee’s Firefly Hollow, Rosemary Wells’ Following Grandfather, Anne Marie Pace’s Groundhug Day, as well as several in Brian Jacques’s Redwall series. Christopher lives with his wife and collaborator, Anika Denise, and their family on the coast of Rhode Island.

HC: Who are you, what are your pronouns, and what do you do?

CD: My name is Christopher Denise, my pronouns are him/his and I am an illustrator in primarily kids’ literature, and an educator. I teach in various programs. I have taught at RISD, in undergrad illustration, where I also attended, and recently in a Master’s program at Holland’s University. This Fall I am teaching at Montserrat College of Art.

HC: How did you get into the world of illustrating?

CD: I had been studying archeology and art history at St. Lawrence University. That led to studio classes and a greater interest in making my own imagery. Around that time I visited my brother at Rhode Island School of Design and found that the level of conversation there was completely different. I applied as a transfer student initially into the architecture department because I had no idea what an illustrator was. But when I got to RISD, I started taking illustration classes, and it was really satisfying. I liked telling stories with images, not particularly for kid lit [kid’s literature]—I just liked being a visual communicator. In my junior year I started freelancing, creating work for newspapers and educational publishers (textbooks). After graduation some of those images caught the attention of an editor in New York. 

HC: That’s a big lucky break. Can you explain more how you got in front of that critical editor?

CD: I did promotion. I sent out mailings and dropped off my portfolio at various publishers. I was very fortunate, because I ended up working with this editor for years.

Our first book together was The Fool of The World and the Flying Ship. That was a breakthrough moment. It was daunting, because the illustrator who had created a version of the story a few years prior had won a Caldecott Award. My version also got a good amount of attention. It got  starred reviews. I did interviews and book signings. But it didn’t sell many copies. The upside of good press but not a lot of sales was that was it allowed me to continue to work in “relative obscurity.” If The Fool of the World had been a huge financial success, and I had felt compelled to reproduce it, it could have been disastrous. Creative endeavors are challenging, but when they change because of the financial piece, it can change your relationship with the creative process. If you’re not connected with the work, but you’re making money, that can be challenging. 

HC: For a lot of creative people with amazing careers like yours, there is a Critical Moment. Can you talk more about how that happened for you?

CD: A part of it was luck, which is always nice. But I was ready. I was ready to take advantage of that opportunity. I had developed a practice and a discipline, so when opportunity arose, I could capitalize on it. I diversified my workflow so I could take on a project that was more time-consuming and less profitable. [It allowed me to] Be ready for an interesting opportunity. 

That led to me being introduced to Brian Jacques, the author of the Redwall series. He wrote a picture book for me to illustrate. It offered me another chance to grow my work artistically. 

In regard to the financial part—I was being paid more, so [ironically] I paid less attention to the business side of things. I was single, with no family, so I could do that. One thing I did do, against the advice of some family members, was invest in buying a house, which turned out to be a good decision. But I was working all the time and lacked balance. 

Having a successful career in the arts is not a static goal. It’s not something that you “achieve.” You develop a practice. Something that Sunlight Tax articles and Money Bootcamp talks have highlighted that resonated with me is that getting on top of your money is also a practice. Financial literacy is not just a tool that fixes things, it is a structure. My Uncle Frank used to tell this joke, “I bought this trunk organizer. I threw it the trunk two weeks ago, and damn if I looked in there yesterday, and this whole thing is still a mess.” So, in other words, you have to actively apply sound financial practices to your creative life. 

A practice builds empowerment, and as a result, freedom. Who doesn’t want freedom in their life? It allows time to focus on what gives you purpose in life. That looks like many things: a chance to support causes and people you believe in, a chance to spend more time with friends and family, and a chance to produce non-commercial work.

A career in Illustration is not a sprint, but a marathon. You need a structure. You need to a map that breaks the steps in the journey down so you know what to do, and when. It makes everything feel a lot more achievable. And it helps you get back on track if you go off in the weeds.

In the past, I would approach my project and finances without the map—I would barrel into the work and block out the rest of my life. I would get paid, and then retire all my debt. That felt great for about a week after I had finished. But that was fleeting, because new bills would arise, and a new cycle would start again. This led to both artistic and financial burnout.

HC: Something I see in so many of my Money Bootcamp members is that one of the key things that money allows is the space to rest. Can you talk about this idea of hustle vs. rest?

CD: A family will force you to take breaks from work! I’m married to a writer, so we do a lot of balancing. In the past I felt as though if I was not working, I was not working at being paid. That was frightening, because projects were long, and there was no sense of where I was financially. 

Now that I have more structure, I feel more comfortable taking some time off. I’ve become more efficient. When I get to the studio it’s “go time.” I know why I’m there, and what I'm supposed to be working on. I allow for mistakes. I can do that because I have a production schedule.

I have a few friends who are 8-10 years my senior, and are top-level character designs for animation. They warned me about burnout and that definitely caused me to pump the brakes a bit. I love illustration too much to let that happen. Nevertheless, I made some bad decisions, like passing up a trip to go back to Ireland to visit with family friends because I was on a deadline. When we had kids, I didn't want to miss that time. So much so that I took some capital from a book that did well, and built a studio here on my property, so I could be around. That allowed me more time with the kids but also forced me to really structure and balance my time.

So much of the world now [because of Covid and working from home] is getting a glimpse into that kind of balance.

Now when I’m having a good painting day, when there is flow, I’m ready. It’s a funny thing though—everyone develops their own studio practice. In the past, if someone said, “you have to do it this way,” there’s a pretty good chance I wouldn’t do it. But if they engage me and ask, “Here’s a project, how do you want to approach it?” then I’m all in. I’m independent or maybe just stubborn!

HC: A lot of creative worlds have their own unique and unspoken assumptions. Grant Conversano, a filmmaker in Money Bootcamp, was describing in a recent interview the unspoken codes they felt in the filmmaking world. Are there codes like this in the illustrating world?

CD: Yes. That you should get an agent. That’s how you get better contracts and get seen. I did not take that route for fifteen years of my career. I met independently with publishers and negotiated my own contracts. This was helpful in some ways—I knew what I was getting into.
It used to be that you sent out postcards, got in touch with people, and dropped off your portfolio. That aspect of the business is so different now. Within an afternoon you can get your website up and running and out there. Because of that, the market is flooded. There are so many people with so much fantastic work. This has democratized things, which is great. In the past, you had to be able to print postcards, have a decent-looking professional portfolio, and get yourself to New York City on a regular basis. That’s all changed now. 

I’ve found that in today’s publishing market, it is helpful having an agent. It allows me to focus more on the creative part, and less on the hustle. Anika (my wife and collaborator) and I share the same agent. Our relationship with our agent Emily Van Beek at Folio is a partnership and friendship. We know from experience that we’re in good hands, and that she’s got our back. She vets projects before they come to me. It helps.

HC: Do you have any advice for a young illustrator starting out?

CD: Instagram is amazing to get your work seen. My general advice is not that different [from how it would have been when I started]. Show work that you are excited about. Work that you’d be excited to do. Don’t show your potential clients what you think they will like, especially if you didn’t like doing it. Be true to your work and eventually you will find an audience. I’ve seen it happen. 

On the business side, besides showing work you can stand behind, there is a question that I always ask my students, “What is the one factor that might inhibit your Illustration career?”

When I ask my students, I get many answers. But the real answer is debt. Debt will keep you from taking those jobs that might pay less but be really good for your work. Debt can lock you in a place of fear and anxiety. It literally shuts down your creative side. I also talk about sleep.

HC: Amen! I thought is was all about money, and now I realize it’s about rest.

CD: Over the past few years I have become fascinated with neuroscience, creativity, and sleep. I want to make the most out of my time, and out of my life. Having a good work-life balance, running, exercising, getting enough rest, etc. is all good for my creative process. 

It was Ariana Huffington’s book on sleep that really got me thinking about this. She’s an amazing thinker and aggregator of information. She had gotten to the point where she’d convinced herself that she could exist as a creative person on four hours sleep a night, and it brought her to a breaking point-literally. She turned her focus to assessing her habits and where they’d gotten her, and wound up creating an amazing book. Another great resource, not on sleep specifically, but on creativity and finding stillness is David Lynch’s Catching the Big Fish. The audio edition is brilliant.

Teaching also helps me find balance by changing my headspace. That’s actually why I teach. Financially, teaching is not a big part of it, but in teaching you are learning. You have to approach someone else's artwork from a different perspective. Every time I teach, I come back to the studio a better artist for the experience. In fact, I just saw a quote pop into my inbox this morning from Gretchen Rubin quoting Octavia Butler “as habit is more dependable, continued learning is more dependable than talent.”

HC: Christopher, this has been wonderful. Thanks for sharing so much about your journey. It’s inspiring to hear the whole arc of it, and how you would advise a younger person in your field. Is there anything you have coming up that you want to share with everyone?

CD: Thank you. I have a book coming out in March. I’ve illustrated over 25 books, but this is the first one I've written and illustrated. It’s called Knight Owl.