The Creative Circle

Monthly Painting Membership and Global Art Movement


Loving the art you create


Enrollment ends Tuesday, Sept 19th at 12pm PST

Questions? Please email

What if you finally listened to that voice inside of you and made regular time for your passion? 

What if your skills improved as you practiced regularly?

What if painting was effortless?

What if you had a community of artists to support you and cheer you on as you reach new heights?

What would life look like?

Imagine hearing:

"Oh my gosh, is that yours? It's BEAUTIFUL"

"Your painting makes me so HAPPY"

"I see it everyday and it brings me so much joy!"

Would you create art just for yourself? Would you sell it? Would you gift it to friends and family?

I started this painting maybe 2 years ago... It's been sitting on the floor, next to my easel, half-done - like an accusation. I finally decided that today was the day. I was very happy to discover that my brush strokes were much looser than they had been back when I began this. I ended up going over the whole painting, so it wouldn't look half and half. Wow - Shelby's instructions are actually sinking in! Thank you, Shelby!! - Phyllis

Phyllis Is seeing her skills come together:

  • Art doesn't take talent, it only takes practice.
  • Follow Shelby's proven step-by-step process to grow your skills.
  • Thrive inside a community of like-minded women who paint together, play together, support and encourage each other.

You just need to make PROGRESS

It’s not about competition, it’s about community

All it takes is the right instruction and some practice. It's never too late to start. 

You deserve to invest in yourself and your art. Learn how to bring your beauty into the world because the world needs your story now more than ever.

Start or continue your journey as an artist with the building blocks, tools, resources and support you need.

Natural "talent" is a myth

Can I tell you a secret?

artists painting together virtually
with guidance from Shelby Dillon

The Creative Circle

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join us - monthly plan

join the creative circle


global art movement

You deserve this.

You've spent your life giving to others
You put art to the side to do something "more practical"
You're worried it's too late to learn
You are currently creating but feel stagnant in your work
You would love to find YOUR style as an artist
You never have enough time to create

Now is the time to pursue your artistic dreams.

Where can you be in 3 years? The possibilities are Endless...

Thank you so much Shelby for your constant encouragement. This has to be a bucket list ticking moment. - Esther




Shelby Dillon Studio seriously! You are amazing and I can't thank you enough for your encouragement and teaching. I can not thank you enough!!! Picture 1 was my 2020 pumpkin, before I joined the fantastic circle. Picture 2 is yesterday's. Sometimes it is hard to see progress but it is there if you look. - Esther

After 3 years of Growth, Esther is now an Exhibiting Artist:

sign up

Join the Creative Circle and get instant access to the learning platform. Log in and learn at your own pace and make sure to join us for our Live group critiques!

How it works:

track your progress

Take a picture of what you paint when you first join, and then as you continue to show up for your art and practice, look at the amazing progress you are making!

start learning

Pause, rewind, speed it up, and take it at your own pace! Videos are available as long as you are an active member of The Creative Circle.


Watch the lessons to see the WHY behind the painting process. Then practice with our extensive library of painting demonstrations to see how it works in action.

join the creative circle

It's easy peasy, we promise

 Discover the secret all our Circle Sisters come to know - art doesn't take talent. Any artist can paint anything… with the right instruction and practice. You’ll learn:

What can I learn in the Creative Circle?

  • Color Mixing
  • Composition
  • Perspective
  • Value
  • Intuitive Color theory
  • Brushstrokes 
  • Getting your own photo references
  • Creating your OWN style
  • Finding inspiration


  • Transparent techniques
  • Building thick layers
  • Adding texture to your paintings
  • Choosing the right type of paint for your project
  • Varnish
  • How to choose the right canvas
  • How to prep your canvas
  • How much paint to put on your brush


Rose is Giving her gifts to others:

Join the creative circle

Painted this for my husband yesterday. We are going to Ireland in few weeks. This is Temple Bar in Dublin!! Shelby, without your guidance over last couple years, I would have never attempted this! Ty 🙂 - Rose

New lessons added EVERY WEEK

These lessons are already waiting for you inside the Creative Circle!

You will also find these topic based teaching lessons ready for you to watch now!

join the creative circle

Here's What You'll Paint

Feel like you're mixing mud? See how to get bright, beautiful color every time by watching close up how Shelby mixes colors.  

Group Critiques

A rising tide lifts all boats, and by helping others we help ourselves. Join us every month for a group critique, where we all learn together how to be better painters and artists.

Color Mixing Demos

Skill builders

Does perspective seem impossible? Do you REALLY want to paint beautiful clouds? Is water your jam? We have a library of skill builders that tackle topics like these!

your guide on this journey 

Hi, I'm Shelby

For years I thought some technique or special (and expensive!) supply would get me where I needed to go.

I too spent far too many years and too much money trying to create beautiful paintings. I didn't realize it came down to lots of practice, a great teacher, and having a community to support you.

Now, 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 improve your skills to THRIVE as an artist.

Join the creative circle

In November of 2022, over 30 of our members gathered in person in sunny Saint Petersburg, FL for a members only retreat featuring wine, fellowship, fun and plenty of painting. The 2023 retreat is currently scheduled for Nov 17-19, 2023.

It's not just Lessons, it's a Global Art Movement

Let's face it - the studio can get lonely. But we get by with a little help from our friends.

And More!

join the creative circle


Our weekly lessons are delivered on Wednesdays and if they are live, they are available within 24 hours on the learning dashboard. (Subject to change depending on schedules)

Something different every week to help you make PROGRESS

1 Full Original painting

live Q&A and group critique

1 Teaching lesson

Month You Get:

1 Small LIVE Demo

Here are some of the project demonstrations you can expect each month:

Painting Lessons

With new videos each month, expect to learn new skills and apply them toward different subject matter to expand your practice. We cover a wide range of subjects so that you can try all kinds of different techniques!

Carlotta is painting for Benefit Fundraisers

Join the creative circle

Carlotta joined us just over a year ago, and she had never picked up a paintbrush before. Now look at the impact she is making for causes she holds dear.

Join for the year. Spend less. Paint more!


Learn, Grow, and Thrive

You can join with a monthly or yearly enrollment.
Cancel at any time.
(But we think you'll like it here!)


ALL of the monthly benefits PLUS:

SEVEN of our Members Only PAST workshops
($600 Value!)

Save $120 per year over monthly!

*there are no refunds on annual memberships

INSTANT Access to over 100 Painting demos
($1,599 value!)
 A new Lesson each week
Private FB Group
Access to the VAULT for our Painting of the Month Club ($300 value!)

$39 monthly subscription

$390 annual subscription

join monthly plan

join annual plan

Join a supportive group of creatives to strengthen your skills and find community

*Payments of $39 start one month after signing up

Membership is automatically billed either monthly or annually

Early Bird


Get FREE access to our Fall Barn Tutorial!

Only available until Friday!

What impact could you make?

If painting were effortless...

sign me up!

  • Be more courageous, get in motion, get started with your art and stop letting fear get in the way of your creativity.

  • Find inspiration: by being surrounded by other artists, you'll be inspired by their journeys. If you ever feel stuck for inspiration, the learning dashboard always has a lesson or demonstration for you to try!

  • Thrive in a community: being the studio can be lonely. You'll connect with a kind, generous art community that helps you make progress in your journey. We have members from all over the world!

  • Stop overthinking and bring a sense of joy, wonder, and fun into your art

You can cancel your membership at any time. We get it.

Because living a rich, creative, vibrant life - and making art that brings you joy - means you should feel good along the way.

The Creative Circle Will Show you How To:

And that's a guarantee:

Making Art Can and Should Feel Amazing.

Our students are just Plain Having fun:

Frequently Asked Questions

join us now!

who can join?

The short answer: ANYONE! The Creative Circle is a monthly membership for curious souls looking to enrich their lives and explore the possibilities and gratification of a lifelong artistic practice. 

Whether you are a true beginner just starting out in your creative practice, someone who has painted before but may be a little rusty, or an artist who is looking to level-up in their skills and find your artistic style, the Creative Circle has resources to support you.

Is there a schedule for monthly content?

The Creative Circle has a monthly theme that we will explore over four (4) weeks. You can view the syllabus here:

  • Week 1: Skill Builder - an exercise to develop or revisit a fundamental piece of your creative practice
  • Week 2: Small Painting Demonstration - Shelby shows you how to apply the month’s skills in a small tutorial meant to be done in less than an hour!
  • Week 3: Full Length Painting Demonstration - A pre-recorded start to finish of a full  painting that usually runs 1-2 hours
  • Week 4: Live Q&A/Group Critique - chat with Shelby and your fellow Circle members via Zoom

Can I cancel at any time?

Membership is month-to-month, so you may cancel at any time. Should you have to cancel, we can discontinue membership but are unable to refund any months already paid. You will have access to the course materials through the end of the month paid.

There are no refunds on annual memberships.

Do I have to have Facebook to join?

Facebook is not required to join the reactive Circle, but will serve as the central meeting place where you can share your progress, seek feedback from your fellow creatives, and participate in our Live Q&A sessions. All of the Live videos will be recorded so don’t fret if you can’t make it!

When can I join?

There will be periodic enrollment periods when you can join the Creative Circle. The next time it will be available is late 2023. Be sure to sign up for our waitlist so you don’t miss the next opportunity!

How is the content delivered?

We have a beautifully designed, dedicated website with course content, including video demonstrations, instruction packets, and resources to help you learn and thrive. The Creative Circle (private) Facebook group is your place to share your progress, seek feedback from your fellow creatives, and participate in our Live Q&A sessions. Your participation is self-paced, so don’t worry about missing out - it will all be there when you are ready.

May I purchase this membership as a gift?

Yes! Please contact us to purchase a gift membership.

Is there a live class each week?

This will be a self-paced class with a combination of recorded video demonstrations, PDF instruction packets, and live sessions to answer your questions.

Is the live chat available only during the class?

The Live chats are your opportunity to work with me and your peers through your individual painting challenges. There is still plenty of learning and feedback available if you miss them though - we will have a Facebook community where everyone can support each other and we will be checking in regularly to answer questions and provide guidance. Each module will have a comment section as well, where specific questions are addressed.

What if I am already a member of The Painting of the month Club?

Awesome! The Painting of the Month club (POM) is an added bonus to being a member of the Creative Circle. When you join, you will ALSO get access to all of the past POM paintings in our vault! 

No need to cancel POM. We'll take care of it!

$39 ($390yr) will be drafted at checkout and all future monthly payments will reflect your upgrade to the Creative Circle.

If you would like to make sure your POM membership has been cancelled email: and we confirm that for you.