Monthly Challenge


Monthly themes & daily lettering prompts for expanding your creativity, deepening your lettering practice AND becoming brighter in your life!


This Month's Challenge:

Letter Your Feelings May!


The May #BetterLetteringCourse challenge is here! We'll be announcing the April winner in the next few days, so check back soon to see who won!

After the first few months of the year, it's always good to check in with yourself and see how you've been feeling, instead of waiting until the end of the year to do all the reflecting. We thought it would be a good idea to spend this month thinking about and lettering the different feelings we experience throughout our days and weeks.

Practice your lettering daily with just the word, a quote about the feeling or something else inspired by the prompt!

Remember, share your daily work on Instagram using the tag #BetterLetteringCourse -- one lucky participant will win the monthly prize pack giveaway!


Join the challenge and you could win everything in the prize pack below!


How it works:

Every day, post a photo of your lettering practice on Instagram using the prompt list as your daily subject. Interpret each prompt in any way you like!

Every day you complete your practice counts as ONE ENTRY to win the prize packs up for grabs that you see above. (Max one entry per day for all 31 days of May.)

The more days you practice, the more chances you have to win!

One winner will be randomly selected and announced on Instagram in early June.



1. You can letter any word, phrase, lyric, sentence, etc., but it must be at least one word and the word(s) or phrases must be different every day of the challenge. The May prompt list above is encouraged, but it's not required. You can choose whatever subject you like!

2. You MUST include #BetterLetteringCourse in your caption and be a follower of @HandletteringForBeginners on Instagram.  (Also feel free to include the monthly tag #LetterYourFeelingsMay, but it's not required.)

Please don't post photos of work you've already completed -- the point is to show up that day and create for the sake of practice!

3. You must be a student of the #BetterLetteringCourse to enter. If you haven't joined us yet, it's only $20 for lifetime access to all the videos, teaching you the basics of hand-lettering!



Ready to join? Get into the course and start your practice!

Past Challenge Prompt Lists