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Mermay Day 3 by Tracy Wilson TwiggyT

Drawing-a-Day Challenges

How to succeed at your own Drawing-a-Day challenge

Last November I decided to do a drawing-a-day-challenge. If you’re not familiar with those, they’re pretty much what they sound like: you complete a drawing a day and post it on your social media. There are a few well-known challenges that have gained popularity over the past few years: the mermaid-filled MerMay, and ink-filled Inktober.

Being the rebel that I am, I only did a few drawings for Mermay, and I didn’t participate in Inktober at all, because ink wasn’t an aspect of art that I wanted to focus on.

When November rolled around, though, I realized I needed to boost my social media game, and a personal drawing-a-day challenge seemed like the perfect way to do that.

Why participate in a Drawing-A-Day challenge?

Drawing-a-day challenges can be useful for a multitude of things. Besides boosting your social media presence, you can use a drawing-a-day challenge to help you:

  • explore a new character or story idea you have
  • get back into the habit of creating art
  • find your own personal style
  • refine a technique you are already familiar with
  • explore a new medium

And more! A drawing-a-day challenge can be anything you want it to be. If you want to learn to draw cars, you can challenge yourself to draw only automobiles. If you want to improve your watercolor technique, do a watercolor painting every day. Maybe you want to be involved because a lot of others are participating. That’s OK, too! You’re bound to learn something about your art and yourself.

Mermay Day 3 by Tracy Wilson TwiggyT
One of the few drawings I did for Mermay 2018

How do I participate in a drawing-a-day challenge?

Participating in a drawing-a-day challenge is pretty intense, but if you plan ahead it will make your life much easier.

First, figure out what you want to accomplish. It can be one of the things mentioned above or something else entirely, but be sure it’s something that keeps you coming back every day.

Next, figure out how many days you want your challenge to be. 30 days is sort of the default, but if that’s overwhelms you, then shorten the challenge. Do just a week, or fifteen days. After all, even small steps move you forward.

Next, make a prompt list. Narrowing down what you will draw prevents your brain from exiting the building when the time comes to create.

For participants of Inktober, I want to note that Jake Parker releases a shiny official prompt list a month or two before it starts. If you want to follow those prompts but feel they’re too nebulous, give yourself a secondary theme. Draw characters from your favorite book or movie. Do what it takes to do your drawing each day. Or just make your own prompt list.

After you’ve clarified your goals and prompts, make sure you’ve got all your supplies. It’s a real let-down when you start to work and realize you still need certain materials

And…that’s it! Now you’re ready to complete your own drawing challenge! Get out there and show ’em what you’ve got, and be sure to tag me on Instagram so I can see your work. @twiggyt_art

Have you already done a daily drawing challenge? What did you think? Let me know in the comment section!



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