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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. The podcast expands the popular online series into long-form storytelling, creating space to explore ambition, visibility, pressure, and the struggles that come with being an “it girl” today—beyond the highlight reel.
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Artist and NYC cool girl Taylor Quitara joins Bailey to talk about building a creative life, developing your personal style and learning to embrace the things that make you different. Taylor shares how she turned painting into a career, used social media to get her work discovered and learned to tune out other people’s opinions. They also get into vintage shopping, developing your taste, escaping the pressure to constantly be productive, finding creativity outside of your phone and why being a little weird might just be your superpower. Follow Taylor HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
Levi Sebree is back for a candid catch-up filled with dating confessions, friendship advice and the reality of building a career in fashion. She and Bailey compare New York and Los Angeles dating, debate underrated green flags and explain why the usual relationship rules rarely work. Levi also shares how she went from cold-emailing hundreds of fashion companies to working with major brands, proving that confidence, persistence and genuine connections can completely change your career. Plus, they open up about the trust behind their friendship, refusing to compete with each other and always reminding one another that they are that girl. Follow Levi HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
In this solo episode, Bailey answers listener questions about building confidence, recognizing your worth and becoming the version of yourself you want to be. She shares practical advice for moving past self-doubt, rebuilding your self-esteem and refusing to let insecurity keep you from opportunities, relationships or new experiences. Bailey also explains why confidence starts with your mindset, how small investments in yourself can change the way you feel, and why a little “delusional confidence” might be exactly what you need to stop overthinking and start going after the life you want.See omnystudio.com/listener for privacy information.
Iris Kendall joins Bailey Taylor for a dreamy conversation about life after Love Island, dating in your 20s, and finding your style era. She opens up about what really happens behind the scenes of reality TV, how the experience shaped her confidence, and the relationship lessons she’s taking with her now. Iris also gets into long distance love, money advice every woman should hear, building an authentic career online, and her boho chic approach to fashion — from French girl inspiration to the closet staples she’ll never give up. Follow Iris Kendall HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
Violetta Komyshan joins Bailey Taylor to talk about the discipline, beauty, and reality of life as a ballerina. She opens up about growing up in New York, building a career in dance, and how ballet shaped her confidence, femininity, and effortless personal style. Violetta shares why color analysis changed the way she gets dressed, how she curates a more intentional closet, and why vintage ’90s fashion will always be a go-to. She also talks about protecting her privacy, choosing peace in her 30s, finding inspiration through fantasy books, and learning to build a life that feels more authentic, creative, and fully her own. Follow Violetta HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
Vintage Grace founder Chandler Guttersen joins Bailey to share the personal story behind the name of her beloved New York vintage destination. Chandler reveals how Grace—her first name and a tribute to both of her grandmothers—became the perfect reflection of the timeless, elegant, and welcoming brand she wanted to build. She also opens up about growing up on a Colorado cattle ranch, working at Gucci and Bottega Veneta, launching her business during the pandemic, and why true personal style will always matter more than following trends. Follow Chandler HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
Content creator and photographer Olivia Joan joins Bailey to talk about how sharing her grandmother’s extraordinary wardrobe online unexpectedly changed her life and career. She opens up about honoring that legacy while rediscovering her own personal style, embracing whimsical fashion, and learning to say no to opportunities that leave her feeling drained. Olivia also shares what confidence looks like in her late 20s, why authenticity and kindness create lasting relevance, and how cooking, photography, and time away from social media help her feel grounded. Plus, she reveals her plans for a deeply personal coffee-table book and the quieter life she is building beyond the internet. Follow Olvia HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
Fashion writer and editor Leah Faye Cooper joins Bailey to talk about her journey from teaching high school in Houston to building a career in fashion journalism and landing at Vogue. She opens up about the years of rejection, freelancing, and ambition that shaped her path, plus why strong writing and thoughtful criticism still matter in an industry that has changed so much. Leah also shares how she defines great personal style, the importance of buying pieces you truly love, her passion for telling bigger cultural stories through fashion, and the ultimate It Girl who has inspired her most. Follow Leah Faye Cooper HERE Follow Bailey Taylor HERE Follow the Show HERESee omnystudio.com/listener for privacy information.
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. The podcast expands the popular online series into long-form storytelling, creating space to explore ambition, visibility, pressure, and the struggles that come with being an “it girl” today—beyond the highlight reel.
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