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Learning to letter was easy. Loving your lettering is a little more difficult.

Hey, I've been there. I was there only 1.5 years ago. When I started lettering in 2015, I mimicked the styles of the artists I loved on Instagram....then, when I wanted to sell my own hand-lettered products  and even just post my work online, I realized something had to change. And FAST! I craved having my own unique style of lettering, and even more than that, I wanted to be proud of it!

That's where this class comes in.
Kristin of the How To Fail Podcast Says...

I took Kiley’s Love How You Letter Class because firstly, Kiley is awesome so I knew it would be fun, and secondly, because I’ve always thought my handwriting looked good but my lettering was not something I was proud of. Kiley’s class was easy to understand and surprised me with the confidence I learned in my own lettering! She has a few tricks up her sleeve for showing you how to enjoy your own writing rather than trying to copy someone else’s. I’m still learning (aren’t we all?) but It feels so much better practicing because I’m embracing my own handwriting and growing into what will be my signature style
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This self-led course is for you if:

  • You're an intermediate lettering artist
  • You are done mimicking another artist's style
  • You're ready and excited to dig into some intensive exercises

This self-led course is NOT for you if:

  • You are a complete beginner
  • You love your lettering just as it is
  • You want me to show you your new style
I was able to identify what makes me ME and what makes me unique! I have such confidence in myself now, I no longer hate how my lettering looks! I want to shout from the rooftops for EVERYONE to take this class! You won't regret it!!!
Mandy Faucher, @a_heartened_calling
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I'm your instructor, Kiley Bennett

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I'm a self-taught lettering artist, designer, CEO (Chief Everything Officer) of Kiley in Kentucky, teacher, and cheerleader of all my fabulous students.

Since Kiley in Kentucky began back in 2013, my main goal has always been to spread the good word of creativity in all its forms: doodling, drawing, painting, lettering, DIY'ing, and photography.

When I'm not blogging, lettering, or painting every piece of furniture I find at Goodwill, I'm co-hosting the small business podcast, Misses Ambitious, or doing my nails, petting my cat, and drinking coffee---probably all at once!

What you'll learn in this course...

Exercise One: Rediscover Your Handwriting
I'll walk you through how to conduct an in-depth analysis of your handwriting, to discover what pieces you can pull into your unique lettering style.

Exercise Two: Identifying Markers
Start making deliberate style decisions, so you can become memorable and identifiable as a unique lettering artist!

Exercise Three: Style + Pattern
Let's dive into the most popular styles in the lettering community right now, and explore how we can put our own unique twist on all of 'em.

Exercise Four: Shape + Layout
Put all the pieces of the puzzle together and come away with the tools you need to letter in a way that YOU simply L-O-V-E just as much as everyone else will.

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Enroll and love how you letter.


  • 13 course videos, totaling 75 minutes
  • Complete access to the private course dashboard, accessible on all devices
  • Extra bonus videos and worksheets to accompany the video lessons
  • Access to your course instructor in the private Facebook Group, Love How You Letter
  • Lifetime Access to the course content

Enroll Now (Instant Access)