This isn’t your grandma’s lettering challenge (sorry grandma, love you!).
HOMwork is a free, weekly creative challenge to help you sharpen your lettering skills, stay motivated to create, and *finally* get comfortable sharing your work online.
Each prompt is packed with insightful musings about the creative process and standing out online. If you’re bored of lettering challenges that just give you a list of words, HOMwork might be exactly what you need.
Below, you’ll find every assignment from 2018 to complete at your own pace (or just read for inspiration!). Make sure to browse #HOMwork on Instagram to see the artwork that people have created from these prompts! And if you know anyone who needs a creative boost, send them this page or give them the link to sign up for the newer 2019 prompts!
Want access to the new 2019 challenges?
Subscribe here and receive a brand-spankin’ new assignment from me in your inbox every Friday morning at 7am EST. You’ll also get access to my FREE Creative Resource Library of tutorials, worksheets and resources for designers & creative entrepreneurs!
Seriously, I’ve gotten the sweetest emails from participants who say they actually look forward to opening their email on Friday mornings because of HOMwork. Yup, that one’s definitely getting added that to my resume.

Week 1
Your very first HOMwork assignment is here!

Week 2
"I'll post it when it's perfect (aka never)."

Bonus!
A behind-the-scenes video of me lettering another old piece & talking you through my design thinking.

Week 3
RIP Inspirational Quotes

Week 4
How to stop running out of ideas!
Guest post by Stefan Kunz

Week 5
Roses are red, violets are blue, Valentines are boring.

Week 6
Spread love in your life but also spread delicious things on your toast.

Week 7
Who's your hero and why? Reflecting on the people who inspire us this week.
Guest post by Becca Clason

Week 8
Celebrating the little white lies we tell ourselves! In honor of the project that launched my career in 2013, create your own Daily Dishonesty.

Week 9
And the award goes to....

Week 10
This week, we're getting deceptively dirty.
Guest post by Alyssa Robinson.

Week 11
It's the little things that count.

Week 12
Take me back to that place...
Guest post by Joseph Alessio.

Week 13
This is SO embarrassing!
Guest post by Mye De Leon.

Week 14
NONE of the feels.
Guest post by Nim Ben-Reuven.

Week 15
What's your super secret shame snack?

Week 16
Show us your most glorious food pun!
Guest assignment by Scotty Russell.

Week 17
What are you going to challenge this year?
Sponsored by Adobe Creative Cloud

Week 18
Can't get you out of my head. Let's rhyme!

Week 19
Groceries have never looked this gorgeous!

Week 20
I'm in a sketchbook of emotion.

Week 21
Let’s get inspired by the people we’ve admired.

Week 22
What are the words you live by?

Week 23
How do you make your dreams come true? Write them down first!

Week 24
Take some noteworthy notes!

Week 25
Giggles = creative gold.

Week 26
Say it again...and again...and again...

Week 27
Oh the places you'll go...

Week 28
It's the little things...that ruin your day.

Week 29
What are you REALLY saving those pennies for?

Week 30
Calling all word nerds!
Inspired by Vera Drmanovski's passion project, ArtWord of the Week.

Week 31
Some things were just meant to be.

Week 32
Lessons learned = wisdom earned.
Sponsored by Adobe Creative Cloud

Week 33
If Plan A doesn’t work…

Week 34
Your weakness could be your hidden strength.
Guest assignment by Terence Tang.

Week 35
You can dish it, but can you take it?

Week 36
Note to self(ie) 😉
Guest assignment by Dan Lee.

Week 37
Amusing Acronyms 🤔

Week 38
Please Pass the Punch...line
Guest assignment by Becca Courtice.

Week 39
Happy Hallo-tine's Day!
Guest assignment by Adam Grason.

Week 40
Fill In The Thank You
Guest assignment by Chantal Psota Ball

Week 41
In a creative rut? Try doing this.

Week 42
Trick or Treat Yourself!
Guest Assignment by Becca Clason

Week 43
Make America Love Again
Guest Assignment by Jessica Walsh

Week 44
Bloom Baby, Bloom!

Week 45
Can Cats Be Gay?
Guest Assignment by Sarah Pearson

Week 46
Ho ho hope you get some sleep this weekend

Week 47
Want to build a career you love? Start by loving yourself.

Week 48
The best gift you can give is support.

Week 49
Call me old-fashioned, but we NEED to stop doing this.

Week 50
Count orgasms, not calories in 2019.
Guest assignment by Sophie Erskine
PS If you know someone who needs a creative boost, send them this link to sign up for HOMwork + a bunch of other helpful resources!