Alyson Stanfield

Miwa Gardner emotive watercolor portrait of a woman surrounded by birds and with vine-like markings on her face. The subject is wearing a high-necked garment adorned with intricate gold filigree patterns.

What are you waiting for? The real costs of postponing strategic work in your art business (261)

The daily work of running an art business — making art, posting, responding, shipping — always feels urgent. The strategic work doesn’t. So it waits. But postponing that deeper evaluation isn’t neutral.

There are five specific costs that accumulate when you keep the strategic work on the back burner, quarter after quarter. None of them announce themselves. And that’s precisely what makes them so damaging.

What are you waiting for? The real costs of postponing strategic work in your art business (261) Read

Cindy Rassche ceramic model of a boat

The Art Business Self-Assessment Every Artist Should Do (260)

Before you can decide what to do next in your art business, you need to know what you actually have. In episode 260 of The Art Biz, I walk through the three-zone framework I use with every private client: Outreach, Presence, and Systems.

It’s a structured self-assessment that gives you a clear, honest picture of where your business stands, so you can stop guessing and start making decisions that actually move things forward.

The Art Business Self-Assessment Every Artist Should Do (260) Read

Debbi Homola acrylic painting

When You Want to Sell More Original Art (257)

Selling products—giclées, pillows, notebooks—can be a smart move for many artists. But if you’ve been asking yourself how to sell more of your original art, something might need to shift.

This episode draws on a background in museum work to explore what actually gets in the way of selling originals, why the mindset piece matters as much as the tactics, and two practical moves that help you lead with what matters most.

When You Want to Sell More Original Art (257) Read

Hannah Cole

Healing Your Money Allergy with Hannah Cole (256)

When an accountant asked Hannah Cole “When are you gonna get a real job?” instead of explaining quarterly taxes, it planted the seed of shame that many artists carry around money.

This conversation explores why artists develop allergies to financial conversations, how negative beliefs about wealth prevent fair compensation, and two practical strategies for building confidence with your numbers.

Healing Your Money Allergy with Hannah Cole (256) Read

Karlë Woods and Daniel Sipe

Building Community Through Art: The Lights Out Model (255)

What started as weekly artist video interviews during the pandemic became a statewide arts organization with popup exhibitions, state contracts, and a sustainable funding model.

Daniel Sipe and Karlë Woods share how they built Lights Out from scratch with no money, no connections, and a willingness to take risks—plus why they invested in track lighting and marketing before almost anything else.

Building Community Through Art: The Lights Out Model (255) Read

Damien Davis

Art World Gatekeeping Forces Artists to Compete with Damien Davis (254)

What if the scarcity you’re experiencing isn’t real? Visual artist, educator, and writer Damien Davis exposes the gatekeeping mechanisms—from application fees to institutional approval—that keep artists competing instead of collaborating.

He shares why learning business skills helped him bypass permission structures, redefines what success actually means, and explains why artists talking to each other threatens the people who benefit from keeping you isolated.

Art World Gatekeeping Forces Artists to Compete with Damien Davis (254) Read

Memory project art installation artist Christine Aaron strips of printed paper hanging from ceiling | on Art Biz Success

Risk, Rejection, and Resilience with Christine Aaron (114)

You’re going to make mistakes. You will absolutely make the “wrong” decisions from time to time. And you’re going to be rejected from shows and opportunities.

You’ll become more and more resilient every time you take a risk that doesn’t work out as you had intended. You’ll bounce back. And you’ll be stronger for it in the long run. Promise. Listen to how this plays out for Christine Aaron.

Risk, Rejection, and Resilience with Christine Aaron (114) Read

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Consider 44 possible reasons why your art isn't selling.

Cover of free report: When Your Art Isn't Selling
  • External Factors
  • The Work Itself
  • How You’re Showing It
  • The Buying Experience
  • How You’re Connecting
  • How You’re Promoting It

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