Learn
Modern Calligraphy Fundamentals
No experience? No problem. We start at the very beginning with a virtual class where you’ll learn proper technique, strokes, and practice habits.
Sip & Script · Instructor Development
Letter League
Build a creative side hustle teaching calligraphy
Apply now →
Who is this for?
Four kinds of people
Four kinds of people
thrive in the program
Letter League draws creative thinkers from all corners. If you see yourself here, you belong.
01
the
Doodler
A creative person that’s always crafting, doodling or journaling. (Do you have a gel pen collection?!?)
02
the
Entrepreneur
You're ready to turn calligraphy into income — workshops, events, commissions.
03
the
Performer
Love to command a room? You’d love the opportunity to share this passion with our students in a fun, laidback environment!
04
the
Stay-at-Home Creative
A flexible craft that fits around the kids, the home, the life you've built.
What you'll learn
The Roadmap
A guided, self-paced curriculum that takes you from calligraphy student to confident instructor.
Practice
Guided Homework + Personalized Feedback
Our team will review your work, offer corrections, and help refine your style. You’re not just handed worksheets, you get real coaching from real Sip & Script instructors.
Support
Ongoing Email Support + Check Ins
We work side-by-side with you until your calligraphy reaches the standard of our Script Squad.
Build your own side hustle.
A training program for creatives
Once your lettering is solid and you graduate into the Script Squad, we'll teach you everything we wish we'd known when we started:
- how to structure a workshop
- how to plan, market, and fill classes
- how to partner with local venues
- how to price your offerings
- how to grow into a sustainable creative business
This isn’t just about pretty lettering. It’s about building a profitable, feel-good side hustle on your terms.
fun!
let's teach! S&S team
average LL grad teaches 2-4 classes a month
Class of 2026
FAQ
Common questions
The questions we hear most from prospective Letter Leaguers.
Do I need calligraphy experience to apply? +
No — the program is designed for total beginners as well as established letterers. We meet you where you are.
How much does the program cost? +
The Letter League package is shared on your discovery call. It varies based on the training path you choose.
How long does training take? +
Most students complete training within a few months. Some paths are weekend-intensive; others are self-paced.
What's included after I graduate? +
You join the Script Squad directory, get a year of email mentorship, and participate in our quarterly instructor calls.
Can I do this while working full-time? +
Yes — most of our students do. Training is structured so it fits around a busy life.
Ready when you are
Apply to Letter League
5-minute form. We reply within 1 business day with next steps.