Margo is joined by Jennifer Orkin Lewis and Gayle Kabaker—two powerhouse painters, illustrators, authors, and beloved art teachers whose friendship and creative partnership has taken them (and their students) around the world. Jennifer and Gayle each spent years in fast-paced industries—Jennifer as a textile designer in NYC, Gayle as a fashion illustrator and editorial artist—before embracing slower, more intuitive practices rooted in daily sketchbooking, storytelling, and teaching. Together, Jennifer and Gayle lead collaborative retreats and online workshops that encourage creative exploration and self-expression. Their work is joyful, bold, and filled with heart—and they’re deeply committed to helping others find their voice. In this rich and honest conversation, they talk about letting go of “shoulds,” walking away from stale opportunities, and trusting their own timing—whether that meant leaving agents behind, stepping into teaching, or creating space for personal transformation. Margo, Jennifer, and Gayle discuss:

• How daily sketchbook practice became their creative anchor

• Why process is more important than perfection

• How their retreats have opened doors for their students—and for themselves

• The power of artistic community and creative friendship

• Why five minutes a day can change everything

• How their individual journeys led them to a shared mission in teaching and creating

Mentioned in this episode: July 27th Class: https://www.eventbrite.com/e/painting-faces-florals-and-pattern-play-with-gayle-jennifer-registration-1459034243699

 

Portugal Retreat:  https://uptrek.com/retreat/transformative-sketchbook-retreat-artists-jennifer-orkin-lewis-gayle-kabaker-portugal

 

Chloe Ward Yoga: https://www.chloeward.yoga/

 

Zig Markers: https://www.markersupply.com/zigartgrtwma.html?srsltid=AfmBOop1y1ZX-zYJX7i3b7ByZnqncJPHQ7NZ9tRDzucQ3KLAc-YukjFU

 

Tombow Markers: https://www.dickblick.com/products/tombow-dual-brush-pens/?srsltid=AfmBOorG6HNbBOGAP7igbmAxApp9GwjjeT6vqaJn0B7EBkt-IFO7SS5j

 

Connect with Jennifer: 

https://www.augustwren.com/ 

https://augustwren.substack.com/subscribe

https://www.instagram.com/augustwren/

 

Connect with Gayle:

www.gkabaker.com

https://gaylekabaker.substack.com

https://www.instagram.com/gaylekabake

 

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

https://www.yourtantaustudio.com/thefoundry