Paint Like an Artist

January 27-31, 2025

A free 5-day challenge to tap into your creative confidence

Discover the mindset, techniques, and insights that will help you break free from tutorials and start painting with a style that’s uniquely YOU.

You’ve dabbled in painting, followed a few tutorials, and maybe even tried out different supplies. And **you know you’re capable of something more.**

You want to create art that reflects your own personality, your own voice—without feeling stuck, unsure, or overwhelmed.

The Paint Like an Artist 5 Day Challenge is your stepping stone..

^^No complicated materials or prior experience needed—just an open mind and a willingness to explore!

Over the 5 interactive days, we’ll tackle the biggest barriers holding you back and gently guide you toward painting with greater confidence, clarity, and joy.

By the end of the challenge, you’ll feel excited about your creative potential and ready to take that next step in your artist’s journey.

It's time to .

✨build momentum, banish self-doubt & gain confidence through exploring...

Is This Challenge Right for You?

You’ve started painting but feel unsure how to make real progress.
You’re tired of copying tutorials and want to develop a style that’s all your own.
You feel intimidated by the idea of “good art” and want to move past fear and into freedom.
You crave guidance that helps you see like an artist, not just paint like one.

I'm In!

What to expect during Paint Like An Artist

Day 1: Unlocking Your Creative Mindset & Seeing Light and Shadow Everywhere

Pre-Recorded Session + Live on YouTube

January 27th, 2025 on YouTube Live

Let’s start by kicking “fear of bad art” to the curb. Through a quick visualization exercise, you’ll embrace your natural curiosity and learn why a positive mindset is the foundation of confident painting. And you’ll train your eyes to pick up on the subtle (and not-so-subtle) contrasts around you. From your morning coffee mug to the trees outside, you’ll discover how light and shadow shape what we see—and why they’re crucial for creating depth and interest in your work.

Day 2: The Power of Composition – Framing the World Around You

Pre-Recorded Session

January 28th, 2025 on our Learning Platform

Learn how to “frame” a scene so your art captures attention. We’ll play with simple exercises—like using your hands or a camera—to understand how composition influences where the eye goes first. Suddenly, you’ll see the world in terms of balance and flow.

Day 3: Live Coaching and Q&A

Live on YouTube

January 29th, 2025 on YouTube Live

This is your chance to ask questions, see demonstrations, and gather insights that help you truly integrate what you’re learning. Think of it as a virtual studio meetup—tune in, connect, and watch your confidence grow with each conversation.

Day 4: Color in the World – Discovering Your Unique Palette

Pre-Recorded Session

January 30th, 2025 on our Learning Platform

Your personal color choices can make your art sing. Today, you’ll identify the hues you naturally gravitate toward and see how they might shape your signature style. This is the spark that can turn “just painting” into painting in a way that feels authentically YOU.

Day 5: Your Artistic Voice – Mapping Your Creative Vision

Pre-Recorded Session

January 31st, 2025 on our Learning Platform

We wrap up by looking inward. Through simple journaling, you’ll connect with what inspires you and what you want your art to say. This is where you realize: you’ve got something to offer, and your art deserves to be seen.

BONUS: Live Coaching and Q&A

Live on YouTube

February 2nd, 2025 on YouTube Live

On the final day of our challenge, we will have a live Q&A and coaching session on YouTube to help tie everything together. Think of it as a wrap-up party, where we celebrate your growth and set the stage for what’s next in your artistic journey

Together, we'll reframe your perspective, train your eyes to see like a painter and uncover the core elements — light, composition, color —that give your work depth and personality.

Hi! I'm Shelby!

After painting professionally for 15 years, teaching thousands of students, and selling my art worldwide, I'm ready to go behind the scenes and show you how to paint something you are proud to show friends and family.

My name is Shelby Dillon, and I created this free challenge to help you tap into the creativity that you have always wanted to pursue.

I created this challenge with a simple belief: painting is a skill that can be learned and loved by anyone. I wanted to create a space where you can discover the joy of painting, whether you're revisiting a long-lost hobby or starting from scratch.

Your creativity deserves a chance to shine—and I can’t wait to see what you create when you finally trust yourself and embrace your unique artistic voice.

Commonly Asked Questions

What's included?

What if I can't make the live events?

What supplies will I need?

When is this challenge?

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Have another question? Email [email protected] and we will get back to you within 24 hours!