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The prompts are lettering styles. For example, if the prompt is Art Deco, you’d draw your chosen word using Art Deco-style letterforms. You don’t have to write the name of the style itself (unless you want to). The challenge is about exploring the style, so you can pick any word you like (a name, a quote, a lyric, etc). The guide includes a short definition of each style, plus examples and tips to help you start.

The time you spend on the challenge depends on your goals (whether it’s 10 minutes or 10 hours, it’s up to you!).

Your results will be aligned with the amount of time and work you put in. Ideally, you will need 1 to 2 hours each day to work through the challenge.

I usually spend 4 to 8 hours a day because it’s my full-time job, but even just a few minutes of daily practice can make a big difference. What matters is consistency. Join the challenge and see how far a little dedication can take you!

Not at all. The challenge is about practice and exploration. You can use any word you want, work in any medium, and make it as simple or as detailed as you like. The point is to push yourself creatively while having fun.

Absolutely! This challenge is a great way to learn. Keep it simple and don’t worry about perfection. You can copy existing alphabets or reference other artists’ work as long as you give credit. Even trying just a few letters or a very simple version of the style will help you learn.

You don’t need to complete all 31 prompts to take part. Do what you can, even one or two is fantastic. The challenge is about progress, not perfection. But if you want support, step-by-step guidance, and techniques to actually develop your style instead of guessing your way through, that’s exactly what my course Lettering Style Secrets is for. It’s designed to help you complete the challenge with confidence and develop a signature style people will pay for.

This year we're picking 3 winners… and every single one of them will get ALL of these prizes. The winners will be chosen based on their merit for the following 3 categories:

⭐️ Most Creative → for the artist who experiments, surprises us, and brings fresh ideas to life.

⭐️ Most Dedicated → for the one who puts in the effort, stays consistent, and shows amazing progress throughout the challenge.

⭐️ Most Engaging → for the person who connects with the community, shares their process, and tells a story through their work.

All 3 winners will receive:

🎟️ 1 × access to my Digital Product Secrets course

📖 1 × Typism Digital Book Bundle

💼 1 × access to the Art Licensing Portfolio Builder from Goodtype

✏️ 1 × Paperlike Screen Protector

🔠 1 × full license for Fontself for iPad (to create your own fonts)

✍🏽 1 × full license for Affinity for iPad (design tools made easy)

🎓 1 × interview on The Design Kids website

📣 1 × feature in my Newsletter (sent to thousands of creatives)

To be eligible for the prizes, you do need to post on Instagram. I really encourage posting on Instagram and tagging the @letteringstylechallenge page, as the challenge is all about sharing your work, building connections, getting feedback, and maybe even catching the eye of potential clients. That's where most of the community gathers, and it's the best way to interact with others and be seen.

That said, it's totally your choice. If you'd rather just share your pieces in the Lettering Style Community, that's perfectly fine too!

Anyone can win! We'll be picking 3 winners: Most Creative, Most Dedicated, and Most Engaging. You don't need to join the course to be eligible, but if you want to know how to approach the challenge properly, choose a theme and increase your chances of standing out, the course can definitely help.