This dual feature episode highlights Phyllis Madonna’s fearless and eccentric design vision for the Madonna Inn, alongside branding expert Emily Heyward’s journey co-founding Red Antler and her insights into building iconic brands, including the lasting cultural impact of the Madonna Inn.

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Links:
madonnainn.com
Their signature goblet (inspired by Alice Turney Williams wallpaper and rug designs)
Obsessed: Building a Brand People Love From Day One by Emily Heyward

About Phyllis:

Phyllis Madonna is a visionary designer, philanthropist, and co-founder of the iconic Madonna Inn in San Luis Obispo, California. Born in 1928 in Orange County, she moved to the Central Coast in 1948 after marrying Alex Madonna. Although she had no formal design training, Phyllis’s creative instincts played a crucial role in shaping the Inn’s distinctive style, famous for its eclectic themed rooms and lavish use of pink. Encouraged by her husband to take the lead in designing the rooms, Phyllis’s designs became the heart of the Inn, transforming it from a roadside motel into a world-renowned destination.

Beyond her work at the Inn, Phyllis has made significant contributions to her community, supporting local arts organizations and spearheading the Phyllis Madonna Musical Revue and Fashion Show, which raised millions for women’s shelters over three decades. Her blend of creativity, community spirit, and entrepreneurial drive has made her a beloved figure on California’s Central Coast

About Emily Heyward:

Emily Heyward is a co-founder and Chief Brand Officer of Red Antler, a leading brand agency known for launching some of today’s most successful startups, including Casper, Allbirds, and Hinge. With a background in advertising and a degree in postmodern theory from Harvard, Emily pivoted from working with big brands to helping emerging companies create purposeful, consumer-driven identities. She has been recognized as one of the Most Important Entrepreneurs of the Decade by Inc. Magazine and is the author of Obsessed: Building a Brand People Love from Day One, which explores how brands can inspire deep loyalty from their very beginnings. With a reputation for building “cult brands,” Emily is frequently featured in media outlets like Forbes and Fast Company, and she continues to be a prominent voice in brand strategy