HeyJaredIt Girl with Bailey Taylor
Through intimate, unfiltered conversations with fashion editors, celebrities, founders, and cultural leaders, It Girl with Bailey Taylor captures both the glamour and the reality of life in the public eye.
- Indexed episodes, last 90 days
- 10
- Latest publication
- Sep 9, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 8, 2026
Latest episodes
Listener Q&A: Dating Apps, Making Friends & Feeling Lonely in Your 20s (opens the original)
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In this solo Q&A, Bailey answers your questions about dating, friendships, and figuring out life in your 20s. She gets candid about why she hates dating apps, whether you should risk dating a friend, making friends as an adult, and how she handles loneliness while living alone and being single. Plus, Bailey talks post-grad life, the best part of being single, her dream date, leaving high school friendships behind, and why putting yourself out there can completely change your social life. Follow
Emma DiMarco: Kissing Cowgirls, Brandy Melville & Building a Fashion Brand (opens the original)
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Kissing Cowgirls founder Emma DeMarco joins Bailey Taylor to talk about building her fashion brand, finding her creative identity, and learning the realities of entrepreneurship along the way. Emma opens up about the expensive side of manufacturing, why she finally learned to hire people who know more than she does, and the surreal moment she discovered Brandy Melville was selling clothing using her brand’s name and imagery. She also shares how community, pop-ups, and social media have helped sh
Body Image, Ozempic Culture & Protecting Your Self-Esteem (opens the original)
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In this solo episode, Bailey Taylor gets candid about body image, self-esteem, and the pressure to keep up in a world shaped by social media, fashion trends, and Ozempic culture. She opens up about her own weight loss journey, falling out of routines, and what it feels like to start over when your confidence is low. Bailey also shares her honest take on the return of ultra-skinny beauty standards, why she believes health and strength should be the goal, and how comparison online can distort your
Mia Calabrese: NYC Dating, Red Flags & Why Ambitious Women Should Stop Settling (opens the original)
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Mia Calabrese joins Bailey for a candid conversation about the realities of dating in New York City, why situationships have become so normalized and what she’s learned about dating more intentionally. They get into whether success makes dating harder for women, men who resent ambitious partners, splitting the bill and why you should never have to question whether someone actually likes you. Mia also shares one unforgettable Hinge date, helps Bailey officially block and delete an ex, and gives h
Claudia & Gabby: Co-Founding Vin., Good Taste & Building a Fashion Brand (opens the original)
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Claudia Li Johnson and Gabby Kono-Abdi, co-founders of Vin, join Bailey to talk about turning their shared love of vintage and statement accessories into a fast-growing fashion brand. They share how their iconic Fishy bag came to life, why launching before everything was perfect worked in their favor, and how intentional gifting helped get Vin into the right hands. They also get into running a business with your best friend, learning when to compromise, protecting the brand as it grows, and why
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