Healing Your Money Allergy with Hannah Cole (256)

Most artists didn't design their art business — they drifted into it. In this solo episode, Art Biz host Alyson Stanfield invites you to slow down long enough to ask a question most artists never take time to ask: if you were starting fresh today, would you build it this way? In this episode, Alyson covers: Why most artists are running a business they drifted into rather than designed — and why that matters What a business model actually is (and why you already have one whether you designed it or not) The difference between examining your business and evaluating it, and why the order matters The foundational question she asks every new private client before anything else The six areas to examine when you're ready to take honest stock of what you've built Read more, get links, and see featured artists Mentioned Stop Being Busy, Start Being Strategic (258) When You Want to Sell More Original Art (257) Beyond Information: Why Artists Need Frameworks (251) Email me to discuss strategic consulting for your long-term art career goals. Think you'd make a good guest on The Art Biz? Read This The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes.

Being busy is boring. In episode 258 of The Art Biz, host Alyson Stanfield makes the case that most artists are so deep in execution mode that they never step back to evaluate, redirect, or ask whether any of it is actually working. This episode draws a clear line between working IN your art business and working ON it, and explains why both matter, but one gets almost all of the attention. IN THIS EPISODE Why execution without direction is just activity, and what it costs you. The side-by-side difference between IN and ON work across four common artist tasks The two failure modes: too much IN (reactive, no filter) and too much ON (perfect systems, no execution) What working ON your business actually looks like in practice, including the questions to ask Why multi-year plans have lost their usefulness, and what to hold onto instead QUESTIONS TO ASK IN YOUR "ON" TIME What is actually working — and why? Is this still where I want to go — and why? What on my to-do list no longer serves me? What has the best potential for a long-term payoff? Where am I playing it too safe? How can I enjoy my art business even more? Read more, get links, and see featured artists Email me to discuss strategic consulting for your long-term career goals. Think you'd make a good guest on The Art Biz? Read This The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes.  

Selling products — giclées, pillows, aprons, notebooks — made sense when you started. But if you've been asking how to sell more original art and not getting traction, something may need to shift. Host Alyson Stanfield draws on her background as a museum curator and educator to explore what actually gets in the way and what to do about it. In this episode: Why the pivot to products is understandable, and when it starts working against you The fear that drives you away from leading with originals What collectors are actually buying when they choose to live with original art The screen equalization problem: why your $4,000 painting and your $40 print look identical online (and what to do about it) Two tactics for selling more original art Read more, get links, and see featured artists Check out Elevate Your Art: Museum-Quality Standards That Command Higher Prices Email me to discuss strategic consulting for your long-term career goals. Think you'd make a good guest on The Art Biz? Read This The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes.

Artist and tax advisor Hannah Cole knows firsthand how shame can poison an artist's relationship with money. When her dad's accountant asked "When are you gonna get a real job?" instead of helping her understand quarterly taxes, she experienced the dismissal that makes so many artists avoid financial conversations altogether. In this episode, host Alyson Stanfield and Hannah explore why artists develop allergies to money talk and what it takes to build confidence with your numbers. Hannah reveals: Why "when are you gonna get a real job?" creates a lasting money allergy How believing money corrupts prevents you from advocating for fair pay Her ritual for making bookkeeping feel like self-care instead of dread Why you must have a separate bank account for your art biz What losing 20 years of art in a hurricane revealed about capitalism and grief Connect with Hannah: SunlightTax.com The Sunlight Tax podcast LinkedIn: Hannah Cole Instagram: @sunlighttax Tiktok: Sunlight Tax Youtube: Sunlight Tax   Email me to discuss strategic consulting for your long-term career goals. Think you'd make a good guest on The Art Biz? Read This The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes.  

Daniel Sipe and Karlë Woods didn't set out to start an arts organization. They just wanted to talk to artists during the pandemic. Four years later, Lights Out has produced 95 artist documentaries, thrown 18 popup exhibitions across Maine, and built a funding model that includes everything from $10 monthly donors to six-figure state contracts. Their story, shared with host Alyson Stanfield, offers a masterclass in starting before you're ready, investing in what matters (yes, including marketing), and building something sustainable through collaboration rather than competition. They reveal: Why a power outage became the best thing that could have happened at their first art show The $800 investment that felt reckless at the time but proved essential to their credibility How they turned what could be seen as competition into their superpower The state contract that nearly bankrupted them before it saved them The simplest way artists can support arts organizations in their communities Read more, see images, find resources mentioned   Connect with Lights Out Website Videos on YouTube Instagram Email me to discuss strategic consulting for your long-term career goals.   Think you'd make a good guest on The Art Biz? Read This The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes.  

Damien Davis is a visual artist and writer who questions the art world's power structures from an artist's perspective. In this conversation with host Alyson Stanfield, he exposes the gatekeeping mechanisms—from application fees to institutional approval—that keep artists competing for artificially scarce opportunities instead of recognizing the abundance they could create together. Damien reveals: How learning business skills like grant writing and fundraising allowed him to stop waiting for gatekeepers and reclaim his studio practice Why he defines a successful artist as simply someone who keeps making art, regardless of galleries or institutional validation How barriers like application fees serve to keep artists competing for resources that should be abundant Why people at the center of the art ecosystem benefit from keeping artists in perpetual competition with each other How his writing exposes exploitation directly while his colorful sculptures draw viewers into uncomfortable conversations about erased histories Read more, see images, find resources mentioned Connect with Damien: Website and Newsletter Instagram Hyperallergic Articles   Email me to discuss strategic consulting for your long-term career goals. Think you'd make a good guest on The Art Biz? Read This The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes.  

Host Alyson Stanfield reveals an uncomfortable truth in this solo episode: the problem isn't that you don't know enough. The real challenge is building the confidence to act on what you already know. After 23 years of teaching artists, Alyson has realized she's been contributing to information overwhelm when what artists actually need are practices that build steady confidence. In this episode, you'll discover: The five major confidence killers that derail your plans Six practical confidence-building practices you can start today Why your January plans typically fade by February How to close the gap between planning and execution The difference between accumulating knowledge and trusting yourself HIGHLIGHTS 00:00 Alyson reflects on episode 251 and her realization about information overwhelm 01:00 The real problem isn't lack of knowledge—it's information overload 02:00 What typically happens to January plans by February 03:10 Three things that kill confidence: doubt, false beliefs, and comparison 04:10 How perfectionism is actually procrastination in disguise 05:30 The inner critic voices that keep you stuck 06:30 Learning from outside critics versus harsh feedback 07:20 Six practices for building steady confidence 13:00 The gap between planning and working your plan 14:30 Practice steady confidence this season SUGGESTED ACTION This week, start one confidence-building practice. Choose the one that resonates most: begin a daily wins list, create your "loved" file, write one affirmation, or commit to one self-care practice. You don't need to do all of them at once. Pick one and practice it consistently. RELATED EPISODES Beyond Information: Why Artists Need Frameworks (251) What Your Failures Are Teaching You with Laura Petrovich-Cheney (96) How to Be a More Confident Artist with Gwen Fox (24) To read more, see images, find resources mentioned, and leave a comment, visit https://artbizsuccess.com/steady-confidence 🔶 For the first time, Essentials is available as a single season option—four months focused entirely on building steady confidence. Running through April, you'll get weekly practices, community support, and access to all learning modules when you need them. The planning workshop gives you the plan. The season gives you the practices to meet your goals. Learn more: Essentials for Steady Confidence The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes. HOW TO BE A GUEST Think you have a story to share with other artists here on The Art Biz. Take the first step ~~~~> https://artbizsuccess.com/pitch-podcast/  

host: Alyson Stanfield In this coaching-style episode, host Alyson Stanfield coaches Ebony Iman Dallas through the challenges of building a sustainable public art career while navigating motherhood, a regional market, and the fear of rejection. Ebony makes 90% of her income from public art but struggles with systems, marketing that highlights events instead of her work, and waiting for opportunities instead of creating them. If you've ever felt stretched between creative work and life responsibilities—or stuck in a local market—you'll recognize yourself here. HIGHLIGHTS 01:30 Ebony's journey from advertising to opening the first art gallery in post-war Somaliland to full-time public art practice 06:10 How Ebony's income breaks down: 90% public art, 10% studio sales 08:30 Why she needs both institutional recognition and sales to spread her messages about Black Oklahoma history 16:30 Ebony admits she has no systems for tracking proposals and keeps everything in her head 21:10 Her graphic memoir Through Abahay's Eyes aims to clear her father's name and show healing is possible 30:20 The critical marketing shift: promote primarily—over events 33:10 Building a VIP list and postcard strategy to stay visible with the right people 40:50 Why fear of rejection keeps your dreams small 44:00 Weekly accountability check-ins take the emotion out and make it a numbers game 46:20 The three main takeaways: accountability structure, VIP postcard strategy, and intentional art-focused marketing ACTION Take one of these strategies and put it into action this week. Reach out to one curator or gallery director. Start your VIP list of people who should know about your work. Or schedule a weekly check-in with an accountability partner to share what you've applied for. RELATED EPISODES Remove Barriers to Buying Your Art (237) How to Guarantee that People Remember You with Skip Hill (187) Risk, Rejection, and Resilience with Christine Aaron (114) To read more, see images, find resources mentioned, and leave a comment, visit https://artbizsuccess.com/shape-opportunities ⭐️ Connect with Ebony and see more of her art: https://ebonyimandallas.com 🔶 If you heard Ebony talk about keeping everything in her head and thought "that's me," join us for Own Your Year 2026, January 13-15. This three-day planning workshop will help you get it all out of your head and onto a plan that actually supports your goals. Registration closes January 12th at artbizsuccess.com/makeaplan. 🔶 If you're looking for more customized support beyond group workshops, I also work privately with a small number of artists each year. Learn more at artbizsuccess.com/consulting. The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes. HOW TO BE A GUEST Think you have a story to share with other artists here on The Art Biz. Take the first step ~~~~> https://artbizsuccess.com/pitch-podcast/  

What happens when you realize the way you've been working isn't sustainable? When you've built something successful but it's costing you sleep, peace of mind, and the very things you set out to protect? In this solo episode, host Alyson Stanfield gets really vulnerable with a question most artists face at some point: Who am I if I change the way I've always done things? It's about the pressure to maintain what you've always done because that's what you identify with, the FOMO that makes you say yes when your gut says no, and the overwhelm that comes from adding more and more to your plate. Artists don't need more information—they need containers to organize it, filters to prioritize it, and boundaries to protect themselves from overwhelm. You'll hear about identity shifts, the power of asking "where can I lower the bar?" and what it looks like to evolve from consuming content to building frameworks that actually support your business. 🔦 HIGHLIGHTS 00:00 The Artist's Annual Review and why reflecting is an act of courage 02:50 The truth is you don't need more information 04:10 We need to prioritize creating containers, filters, and serious boundaries 06:40 Artists keep telling me they're "so behind" and I never want you to feel that way 09:10 I'm preaching sane planning while juggling an insane schedule 13:50 This is about IDENTITY—who I am at my very core 17:20 The right question: what do I need to let go of? Where can I lower the bar? 20:20 This is about evolution, trusting that what already exists is enough 📖 To read more and find resources mentioned, and leave a comment, visit https://artbizsuccess.com/beyond-info 🔶 FREE! Download The Artist's Annual Review and ask yourself: What do I need to let go of? Where can I lower the bar? Not just what you want to accomplish in 2026—but what you want less of, and how you want to feel as you move through your days. https://artbizsuccess.com/reviewyouryear 🔶 🔶  OWN YOUR YEAR 2026 🔶 🔶  If you're ready to take that clarity and turn it into a plan—not a plan that adds more to your plate, but a plan that honors where you are and what you actually have the capacity for—join me for Own Your Year 2026. This planning workshop happens January 13-15, 2026. This isn't about tactics or strategies or adding more to your list. It's about alignment. It's about creating a year that feels sustainable and maybe even radiant. Learn more at artbizsuccess.com/makeaplan ⛰️ The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes. Think you'd make a good podcast guest? Give me your best pitch ~~~~> https://artbizsuccess.com/pitch-podcast/  

host: Alyson Stanfield In 2020, Dawn Trimble was laid off from her interior design job during the pandemic while navigating a divorce—and she felt relief. That moment became a turning point. Within months of painting full-time, she launched her first collection, which sold out in days and matched her corporate paycheck. Dawn talks about the practical steps she took to build momentum, what she brought from her design background into her art business, how she thinks about creativity as service rather than self-expression, and why she believes the most important thing any artist can do is simply start. HIGHLIGHTS 01:40 Dawn describes her serene watercolor paintings 03:00 The relief of being laid off during the pandemic 05:40 Creating her first collection and selling out in days 08:00 The three-legged stool business approach 26:00 Wall covering licensing partnerships that surprised her with the size of the first checks 29:00 How she structures her week 32:00 Marketing through storytelling and connection 39:00 The "Memories" collection and her father's dementia 44:00 Her faith, viewing herself as conduit, not source 47:20 Her advice to other artists: just do it DAWN'S ACTION FOR YOU Dawn reminds us that everyone has insecurities and everyone is afraid. But you have to start anyway. As she mentioned, inspiration has to find us working. You can't sit around wishing—it has to be an action. So this week, get into your studio and make something. Let inspiration find you working. To read more, see images, find resources mentioned, and leave a comment, visit https://artbizsuccess.com/trimble-revenue Connect with Dawn and see more of her art: https://dawnmtrimbleart.com 🔶 If you've ever felt like you're doing all the things but not seeing sales, or if you're tired of people saying "I love your work" without pulling out their wallet, check out the Followers to Collectors workshop. You'll map out the full journey of how people discover your art, engage with it, build trust over time, and how you make it easy for them to buy when they're ready. Learn more at artbizsuccess.com/f2c RELATED EPISODES Listen to other artists discuss their income streams: Expanding Your Skillset to Respond to Opportunities with Detour (ep. 128) Juggling Multiple Art Styles and Audiences with Robin Maria Pedrero (ep. 103) Beyond Comparison and Jealousy with Jason Kotecki (ep. 191) Transform Your Creative Ideas into Multiple Income Streams: Helen Hiebert (ep. 18) The Art Biz is recorded on the traditional land of the Cheyenne, Arapaho and Ute tribes. ~ ~ ! ATTENTION INDIGENOUS ARTISTS and BIPOC ARTISTS ! ~ ~ This is an invitation to all Indigenous and BIPOC artists, wherever you are in the world, to share your story here on The Art Biz. Here's how ~~~~> https://artbizsuccess.com/pitch-podcast/