#11 in BusinessSkoolfrom $15/month

Art of Selling Art

Art of Selling Art is for painters, photographers and sculptors. Sell more of your work without flinching at the ask.

178 membersBusiness More on Skool

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How this community works

Pricing: $15 a monthWell above the business median of $7.
Size: 178 membersBigger than 22% of the business communities indexed here.
Revenue ceiling: $2,670 a monthIf every member paid the listed price. Free tiers, discounts and churn are not visible from outside.
Format: 3 paid tiers
Platform: Skool
Category: Business
Last verified: 12 October 2026

Steal this

3 paid tiers: one price for access, another for proximity. Worth copying once you know which members want more of you.

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About Art of Selling Art

Art of Selling Art is for painters, photographers and sculptors. Sell more of your work without flinching at the ask.

Why you should join: A two-week sales sprint, a pricing blueprint, a 7-day storytelling challenge, a marketing workshop, weekly live coaching over coffee and member roundtables with website audits. From $15 a month.

Tiers and products

Standard
From $15 / monthly
Premium
Paid
VIP
Paid

Notes

Teardown notes

The one-liner

A sales room for artists who make good work and still under-sell it.

What they actually sell

Art of Selling Art is run by Jason Matias. The headline pitch reads: "For artists who know their work is good and want sales to match." The public offer sits at $15 a month. A free trial sits on the join path. Jason Matias targets painters, photographers and sculptors making good work who are not selling enough of it. Inside sit 23 courses. The page does not spell out a money-back promise.

Who pays and why

Painters, photographers and sculptors whose sales lag their craft. The flinch is asking for the sale. They pay for language for the work, buyer access and practice asking for the sale.

Where the members come from

The page links Jason Matias's YouTube, Instagram, Facebook, X and a website, so the community reads as the paid back end of an audience that already exists. Content does the attracting and the group does the keeping. Jason Matias's profile line reads: "Founder of The Art of Selling Art, 2018. Career artist since 2011. I love creating scenes of Comfortable Isolation and helping artists gain traction."

What's holding it back

Art sales communities need critique plus commercial reps. Craft-only talk will not move revenue.

Steal this

Teach artists to say what the work is about and ask for the sale without flinching.

Would this work in another niche?

Yes for working fine artists. Weak for print-on-demand volume sellers.

Written 12 October 2026

Reviews

5.0(10 reviews)

Allison Criswell

From Skool

“Jason is very knowledgable about selling art. This is the best program I've paid to be a part of and although he sells photography I've found it absolutely applicable to my watercolor painting. I've been very encouraged about my future as an artist. I enjoy Jasons teaching style, very straight forward and confident because he knows what he's doing which is what I need in a mentor. Someone who is a working artist not just a teacher.”

Linda Paquin

From Skool

“When I have been able to tune into the process I have felt like loose ends are not as overwhelming. Developing a plan to serve the whole picture of sales in this field is a starting point. This support system does not do it for you. You have to be commited to your dream to get anywhere. When hearing NO means you smile and go onto the next thing on your list to do, it starts meaning you know where not to go. Then I believe yes is getting closer.”

Albert Costabile

From Skool

“The classes present info in a straight forward manner - no BS sugar-coating. Jason presents very helpful suggestions on how to go about doing what you need to do, and then provides feedback which is designed to get you out of your comfort level, to push you to do better. If you're looking for someone to say "atta boy" when you take an action, you're in the wrong place. You'll get no sucking up, but you will get pushed to do the best you can-and learn something! Worth it!”

Lindy Severns

From Skool

“The info and inspiration from the self-pacing styled videos provided in the Art of Selling Art offer insightful, encouraging out-of-the-box thinking about being an artist/entrepreneur without selling your soul. Live sessions and community discussions complement this by assuring you there are real people out there experiencing the same struggles and successes you are and Jason is continuously sharing newfound breakthroughs and tips.”

zoe-sandell-1877

From Skool