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November 26, 2025 31 mins

On this episode of Dinner for Shoes, I sit down with fashion-tech powerhouse Tracy Guarino, president of the wardrobe-tracking app Whering. Think of it as your IRL version of Cher’s “Clueless” closet, redesigned for the 21st-century with sustainability at the forefront. 

We dig into whether AI can really have “taste,” how major brands like Gucci, H&M, and Nike are quietly transforming their creative process with AI data, and why innovation in fashion isn’t about replacing humans — it’s about elevating human creativity. Fashion, identity, tech, and sustainability all collide here. 

Of course, I also try Tracy’s go-to meal (an algorithmically perfect risotto) while we talk wardrobes and algorithms, and Trish and Kit sniff around out of curiosity.


THIS DINNER

Wild mushroom risotto from The Franklin in Jersey City, NJ


THESE SHOES

Chanel Goatskin & Grosgrain Beige & Black Slingbacks


THIS OUTFIT

Shop my look

Cleobella jacket

Rumored top

RŌARI jeans

Jenny Bird earrings


THESE CHAPTERS

00:00 INTRO

05:02 THE OUTFIT BEHIND THE SHOES

07:30 WHERING FASHION APP

10:17 CAN AI HAVE TASTE?

13:20 HOW CAN AI HELP FASHION?

19:55 HOW NIKE, H&M, & GUCCI USE AI

25:45 THE FUTURE OF FASHION X AI

28:40 THE ALGORITHM OF PERFECT RISOTTO


THIS PRODUCTION

is created, written, hosted, and produced by Sarah Wasilak.

is creative directed and executive produced by Megan Kai.

is tech supervised by Nick.

includes photos and videos in chronological order by Tracy Guarino, Clueless/Paramount Pictures, Whering, Sarah Wasilak, Vogue Business, Nike, H&M, and KIVISENSE YouTube.  

references “Is Fashion Ready For the AI Bubble to Burst?” via Vogue Business; “How Nike Is Using AI to Transform Product Design, Customer Experience, and Operational Efficiency” via AIM Media House; “H&M Continues Its Exploration of Creativity With AI” via H&M Group; “Gucci’s AI-Driven Transformation of Luxury Fashion” via AIM Media House; and Gucci Equilibrium

is made with love.


Dinner for Shoes is a podcast about style and identity, bridging the gap for anyone who has ever felt like fashion is an exclusive world. Host and shopping director Sarah Wasilak serves thoughtful conversations about industry trends, personal expression, inclusivity, and real life topics. Her Shoe Therapy series brings in honest discussions about mental health with her signature humor and warmth. Each episode begins with a shoe on her plate and shifts into a relaxed dinner style conversation, with appearances from her cats and a bit of humor peppered on top.

Dinner for Shoes podcast episodes are released weekly on YouTube, Spotify, and Apple. Y

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