What 300 Episodes Has Taught Me About Creativity, Confidence, and Staying the Course
Release Date: 01/28/2026
What’s the Best That Could Happen? Madison Phipps on Building an Art Business in the Margins
Windowsill Chats
Margo is joined by artist and illustrator Madison Phipps, the creative force behind Madison Phipps Studio. Known for her feminine, timeless botanical artwork rooted in nostalgia and storytelling, Madison shares how she’s built a growing art business while balancing motherhood and a full-time job. From painting in the quiet margins of her day to landing dream collaborations and launching collections, this conversation is a refreshing and honest look at what it really takes to pursue creativity in the “messy middle.” Margo and Madison explore the mindset shifts, practical strategies, and...
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Creative Current Events: The Future of Licensing & the Reinvention of Retail
Windowsill Chats
Margo is joined once again by Abby Campbell for a Creative Current Events catch-up episode, and this one is packed. After a short hiatus, the two dive right back into the ever-evolving world of art, design, and creative business—starting with Margo’s firsthand experience exhibiting at the Birmingham Spring Fair’s new Licensing Lab. She shares what stood out, from booth design trends to the shifting landscape of licensing and wholesale in a post-SurTex world, offering a behind-the-scenes look at where the industry is heading. From there, Margo and Abby broaden the conversation into a...
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Draw Your World: Samantha Dion Baker on Sketchbook Diaries, Everyday Inspiration, and Letting Go of Perfection
Windowsill Chats
Margo is joined by artist, author, and teacher Sam Dion Baker for a conversation about creativity, sketchbook practice, and finding meaning in the everyday. Originally from Philadelphia and now based in Brooklyn, Sam spent over two decades as a graphic designer before returning to drawing in her forties—ultimately building a deeply personal and widely loved sketchbook diary practice. Through her books, teaching, and artwork, Sam encourages others to slow down, observe their lives, and express themselves in their own unique way. Margo and Sam discuss: How a lifelong exposure to art shaped...
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Following a Good Idea: Salli Swindell on Illustration, Creative Community, and Finding Joy Beyond Client Work
Windowsill Chats
Margo is joined by illustrator, creative community builder, and industry champion Salli Swindell, who has spent nearly five decades in the illustration world. Salli began her career at American Greetings before co-founding several beloved platforms with her brother Nate Padavick—including They Draw, The Illustrator’s Circle, and Illustrators For Hire—all dedicated to celebrating and promoting illustrators around the globe. Margo and Salli explore Salli’s creative evolution, from decades of client-driven illustration work to embracing a more personal, self-directed creative practice....
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Get Paid to Draw: Mike Lowery on Building a Portfolio That Gets You Hired
Windowsill Chats
Margo is joined once again by celebrated illustrator, author, and educator Mike Lowery for a lively conversation about the realities of building a creative career. Mike is the New York Times bestselling illustrator of more than 80 books for children and he’s spent decades navigating the ups and downs of freelance illustration and publishing. In this episode, Margo and Mike pick up where their first conversation left off—diving into the lessons Mike has learned over twenty years as a working illustrator, what it actually takes to build a portfolio that attracts clients, and why being...
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Creativity’s Edge: Skill Over Talent & the Case for Creating Before You Consume with Susan Riley
Windowsill Chats
Margo Tantau is joined by educator, researcher, and national leader in creativity, arts integration, and STEAM education, Susan Riley. As the founder of the Institute for Arts Integration and STEAM and author of Creativity’s Edge, Susan brings a refreshing, deeply human perspective on creativity — not as an artistic gift or innovation buzzword, but as a decision-making skill essential for navigating uncertainty, complexity, and an increasingly AI-influenced world. Susan shares her journey from growing up as a self-described “farm girl” in Pennsylvania to becoming a pioneer in arts...
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Credibility, Point of View & Relevance: Gloria Chou’s No-Gatekeeper PR Approach
Windowsill Chats
Margo is joined by award-winning PR strategist, community builder, and host of the Small Business PR Podcast, Gloria Chou. Known for disrupting traditional PR by helping creatives, founders, and small business owners land top-tier media using AI tools instead of big budgets or insider connections. In this episode, Gloria joins Margo to unpack how PR now fuels AI search visibility, why press and podcasts act as modern trust signals, and how artists, makers, and small brands can use accessible tools like ChatGPT and Perplexity to pitch with clarity, credibility, and relevance. Margo and Gloria...
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Creative Paths Without a Blueprint: Building Art Programs, Practices, and Possibility with Ashley Lohr
Windowsill Chats
Margo is joined by Ashley Lohr, an artist, educator, and community builder based in Petersburg, Alaska—a small fishing island town where she has taught art for nearly two decades. Working across painting and enamel jewelry, Ashley has built a creative life rooted in place, curiosity, and long-term commitment. From sustaining robust school art programs to teaching workshops far beyond the classroom, her path is a testament to what can unfold when artists design lives that support both their work and their values. Ashley shares how moving to Alaska at 23 shaped her identity as both a teacher...
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Creating a Career Without Labels: How Jill Labieniec Cultivates Creative Satisfaction in Multiple Mediums
Windowsill Chats
Margo is joined by Jill Labieniec, an illustrator, designer, and endlessly curious maker living on Vashon Island in the heart of the Pacific Northwest. Working primarily with watercolor, Jill’s whimsical illustrations and patterns have found homes on everything from fabrics and home goods to books, stationery, and editorial projects. Alongside her illustration practice, she has a deep love for working with her hands—sewing dresses, making shoes, and shaping clay—guided by a belief that art should help people create spaces where they can rest, daydream, and grow. In this episode Jill...
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What 300 Episodes Has Taught Me About Creativity, Confidence, and Staying the Course
Windowsill Chats
In this 300th episode of Windowsill Chats, Margo sits down for a special solo conversation—answering thoughtful listener questions that span creativity, confidence, career longevity, leadership, and the magic that keeps artists going. With over two decades of experience in the creative industry, Margo reflects on how her relationship with art has evolved, what she’s learned from running The Foundry, and the advice she returns to again and again when mentoring artists. Margo shares: How she makes space for her own creativity—and what her personal art practice looks like now Ways to quiet...
info_outlineIn this 300th episode of Windowsill Chats, Margo sits down for a special solo conversation—answering thoughtful listener questions that span creativity, confidence, career longevity, leadership, and the magic that keeps artists going.
With over two decades of experience in the creative industry, Margo reflects on how her relationship with art has evolved, what she’s learned from running The Foundry, and the advice she returns to again and again when mentoring artists.
Margo shares:
- How she makes space for her own creativity—and what her personal art practice looks like now
- Ways to quiet imposter syndrome and trust decades of lived creative experience
- The artistic work she’d most love to take to marketplace and why
- Her favorite and most challenging parts of creative work and leadership
- How the rise of AI has shifted client interest in traditionally created artwork
- The advice she gives artists most often—and what truly matters day to day
- Lessons from trade shows, licensing, and running The Foundry
- What keeps her going, where she finds creative magic, and why it’s never too late to begin
Mentioned in this episode:
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