Rebellion 365
is LIVE!!!!
Rebellion 365 has kicked down the door and shown up uninvited into 2026!
A space for our artsy rebellious community, a place to share art, ideas, doodles, inspiration, accountability for YOUR goals, books you’ve read and MUST share and gush about!
Need more convincing that Rebellion 365 is the most fun, most soul filling and most supportive space on the internet?
Keep reading!!
Are you a Repeat Offender?
Do you want to be??!!!
Rebellion 365 is the community for sleeper rebels who want to wake up and play, create, make, and mend, but don't have the slightest idea where to start and would thrive in a supportive, fun community designed to guide them through the rough waters.
Sound familiar?
You're in the right place.
Shoehorn creativity into the crevices of your actual real life — no new planners required*
*Unless you need one.Build skills, develop new obsessions, and find the freedom to create in a low-pressure, fun-times-only, vibes-set-to-good environment
Find your people — fellow passengers aboard the SS No Idea What I'm Doing
Gentle reminders, motivation, inspiration, and a little accountability for your goals, dreams, wishes, and whimsies
Then by all means
Monthly Doodle Sessions
Fantastically Fun Art Challenges
Accountability
Inspiration
Monthly Doodle Sessions Fantastically Fun Art Challenges Accountability Inspiration
What does a membership to Rebellion 365 get you??!
I’m so glad you asked!!
Your Fellow Rebels Are Here!
Rebellion 365 is a place for beginners and the creatively curious — where relentless positivity isn't just encouraged, it's the only law we follow.
We are a cult community of people who are genuinely, embarrassingly ecstatic to be here and want you here too!!! Join us, the Kool-Aid is the perfect shade of purple.
Share your wins, your goals, your baby panda pics, and anything that sparks joy, creativity, and connection.
Artwork, progress updates, funny finds, and adhd rabbit holes of antique stitch guides found in your grandmother's basement 1000% welcome!
community
Accountability for
YOUR goals!
And they are YOUR goals; no one else gets a vote.
Rebellion 365 is your daily permission slip — prompts, inspiration, challenges, and a community of Repeat Offenders who actually get it.
The only rule is that you try.
And if you can’t try today, there is a cake for that.
Don’t let the word accountability scare you.
We're not here to take you to task or grade your sketchbook.
We're here to celebrate your wins, remind you of YOUR WHY, and fan the flame of that creative curiosity that's been waiting patiently for you to pay attention to it.
This is your rebellion. We're just here to make sure it's loud enough to hear.
inspiration
It's Literally Everywhere
Monthly themes, prompts, challenges, virtual meet-ups, and Doodle Sessions that give your creativity somewhere new to explore every single month.
Plus a dedicated inspiration channel where fellow Rebels share the things that broke their brain and made them want to grab a stranger by the arm —
Sunsets, sunrises, adorable storefronts, interesting signs, quotes, cat pics, pirate fashion, and the occasional macro photo of moth wings that will absolutely ruin you in the best possible way.
Consider it your daily reminder that inspiration has been hiding in plain sight this whole time.
Even in your grandmother's basement.
For the Forever Curious
Curious about watercolor but convinced it will be a disaster? Interested in filling that gorgeous sketchbook you picked up in Spain, but paralyzed by the blank page and the thought of ruining it? Or WORSE, filling it with "bad" art.
Want to understand color theory without getting a master's?
Join us!
We struggle with all of the above AND what to have for dinner!
Note to self: Add a dinner ideas channel to the community.
Every prompt, challenge, and theme is designed to help you build a creative practice that fits your life and your pace — from finding ten minutes to sketch, to exploring new techniques, color palettes, and the gloriously messy science of making art.
Fair warning: you will feel stuck, discouraged, frustrated, and there may be a few tears of disappointment.
New is hard and scary, and failure stings like the ass end of a bee on fire — that's the whole point.
Growth lives in the wobble.
And when it happens, because it will happen, the Rebellion 365 community will be there with support, encouragement, metaphorical margaritas, and glitter bombs to get you back on your feet and doodling again.
education
Rebellion 365 is currently FREE as we get things started - join now to receive the lowest price available FOREVARRRR!
Dabbler includes: Community forum, monthly group video calls, prompts and creative challenges, and all pre-recorded notes and education materials
Devotee includes: Everything in Dabbler plus monthly 30 min 1:1 video call with the founder and weekly text check-ins
Frequently Asked Questions
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Tier 1 - THE DABBLER Perfect for anyone looking to join a supportive space to spark creativity, share progress, and connect with fellow Rebels — no pressure, just good vibes and relentless positivity.
Includes:
Full access to the online community with dedicated channels for:
Weekly accountability check-ins ("I drew for 5 minutes three days in a row!" counts. So does "This week went completely off the rails. Tomorrow is a new day.")
Sharing your work — totally optional, and supportive feedback only when YOU ask for it
Tracking progress on challenges
Sharing book titles, art supply finds, delicious recipes, and other fun bits
Cat, dog, bird, butterfly, and water-droplets-on-flowers photos (obviously)
Monthly inspiration prompts, challenges, and projects
Monthly LIVE online Drop-in Doodle Session
Tier 2: THE DEVOTEE Everything in The Dabbler, plus your own personal Rebel in your corner.
Includes:
All Dabbler benefits
A monthly 30-minute video call with Jill to talk goals, progress, and whatever is getting in your way
Weekly text or email check-ins for accountability throughout the month
Your guide for all of the above is Jill, Chief Instigator and Shenanigans Provocateur of Doodle Rebellion — a creative mentor with a delightful combination of librarian and loving-auntie energy, who is also simultaneously sailing the high seas on a pirate ship, gleefully looting art supply shops and bakeries. She takes no excuses and no prisoners, but is remarkably sweet about it.
A NOTE FROM OUR PIRATE: What this community will NOT be:
Bitch sessions, complaining, or negative self-talk. Doom and gloom. No politics, no religion, no ads, no spam, no bots, no AI, no chili recipes (eww), no dirty laundry, and absolutely no feet pics.
The Pirate has spoken. ☠️
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Definitely!
You can switch plans, upgrade, or downgrade your membership at any time with 30 days' notice!
(All changes will be processed and charges applied/refunded at the end of each month.)Join us with a 30-day guarantee!
If you decide Rebellion 365 is not for you, you will receive a FULL refund within 30 days of joining. -
Membership is annual for several reasons.
First and foremost, I want you to make the commitment to yourself. You can’t rebel halfway - it’s either all or nothing!Secondly, in making this a positive, good-vibes-only community, we want everyone here to be committed to exploring their creativity and to feel comfortable sharing their work, struggles, and asking for feedback.
Folks who are not fully committed to their own journey are not going to help create the inclusive, loving, supportive, and SUPER EXTRA FUN community we are building.
Yes! You can pay monthly if that makes more sense for your budget, but it is at a higher rate due to the associated banking fees.
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Join us with a 30-day guarantee!
If you decide Rebellion 365 is not for you, you will receive a FULL refund within 30 days of joining.Membership is offered on an annual basis because I want you to make the commitment to yourself. If after a few months you decide Rebellion 365 is not for you, please reach out to Jill directly and we will find a path forward.