Margo is joined by Dan Scott, co-founder and CEO of Spotlight Advisory Group, musician, lawyer, and longtime advisor to creatives. After decades spent both making art and advising some of the world’s wealthiest individuals, Dan came to a powerful realization: having enormous wealth and experiencing financial freedom are not the same thing. Today, Dan helps […]

Margo is joined by Louie, better known as Louie’s Loops, a self-taught crochet artist, designer, game creator, and founder of Club Crochet. For nearly 20 years, Louie has been turning his love of crochet into an ever-expanding creative world of amigurumi, tutorials, games, characters, and stories—all rooted in curiosity, play, and community. Margo and Louie […]

Margo sits down with Daniel Boettcher, founder of The Intrepid Wendell, to explore the intersection of storytelling, craftsmanship, and legacy—and how the most meaningful creative paths are rarely the most straightforward ones. Daniel’s journey has taken him through music, law, aspirations of diplomacy, and ultimately, bespoke jewelry design. After a life-changing experience shifted the trajectory of […]

Margo is joined once again by New York Times bestselling illustrator, artist, and now author Andrea Campos, the creative force behind DreasDoodles. Since her first visit to Windowsill Chats, Andrea’s creative career has continued to evolve—from a pandemic doodling practice that began simply as a source of joy to collaborations with Target, Jimmy Fallon, and […]

Margo is joined by Kim Robinson, founder of 3pts and a longtime contributor to and advocate for creative communities. With more than 15 years of experience at cultural platforms including The FADER, Complex, Red Bull, and the American Museum of Natural History, Kim has worked alongside artists like Solange, Kendrick Lamar, Spike Lee, Erykah Badu, […]

Margo is joined by author, creative writing coach, and video creator Abbie Emmons for a conversation about the power of storytelling and why our ability to tell meaningful stories is more instinctive than we might think. Abbie is the author of three novels and YouTube’s most-watched creative writing coach, with a community of more than […]

Margo is joined by Amy Wilderson, Brenda Olson, and Katy St. John—three artists whose distinct creative practices come together in Objects Through Time: Connection, Story, and Legacy, an exhibition exploring memory, heritage, and the unexpected stories hidden within everyday objects. Amy is a multi-media visual artist whose metalsmithing and wirework transform forgotten treasures into meaningful jewelry […]

Margo is joined by Lisa Bardot, an illustrator, author, and Procreate educator who has spent the past decade helping people discover the joy of drawing digitally. She’s the founder of Art Maker’s Club, a thriving online membership for Procreate artists, creator of the Making Art Everyday drawing challenge, and the artist behind Bardot Brush, known for […]

Margo is joined by artist and entrepreneur Reese Emry for a heartfelt conversation about creativity, resilience, and following the unexpected twists of life. From humble beginnings in Spokane, Washington, through adventures in Waco, Round Top, and Austin, Texas, then North Carolina and Connecticut, Reese has woven creativity into every chapter of her life—flipping a “hoarder […]