It Girl with Bailey Taylor

What happens when you finally achieve everything you've worked for, but still don't feel good enough?

In this solo episode of It Girl, Bailey gets candid about imposter syndrome, self-doubt, and the unexpected insecurities that can come with success. Despite reaching some of her biggest career goals, she opens up about struggling to feel deserving of it all and why accomplishing your dreams doesn't always bring the confidence you expect.

Bailey also shares lessons from her early days working in fashion, how being strategic helped her create opportunities, and why waiting for things to fall into place will only hold you back.

It's a conversation about confidence, knowing your worth, and learning to take control of your future, even when you're still figuring it all out.

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What if the biggest names in luxury fashion aren't delivering the luxury we're paying for?

Paule Tenaillon, co-founder and creative director of Nomasei, joins Bailey for a conversation about the reality behind luxury fashion, building a brand, and creating pieces that make women feel confident. After working with some of the biggest fashion houses in the world, including Chloé, Givenchy, and Jimmy Choo, Paule shares what the industry is really like behind the scenes, why luxury prices have skyrocketed, and whether the quality still justifies the cost.

Paule also opens up about leaving the traditional fashion world to launch her own footwear brand, trusting her creative instincts, and why she believes beautiful shoes should never come at the expense of comfort.

It’s a conversation about fashion, creativity, and redefining luxury in a way that puts women first.

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Has fashion become more about what looks good online than what we actually want to wear?

Olivia Hurst joins Bailey for a conversation about the changing fashion industry, developing a point of view, and what it means to create something original. They talk about the difference between personal style and following trends, why so much fashion can feel disconnected from real life, and the role social media plays in shaping what we see and want to wear.

Olivia also shares her perspective on building a fashion brand, finding inspiration, taking creative risks, and creating work that stands out without relying on what’s trending.

It’s a conversation about fashion, creativity, and the value of having your own perspective in an industry that can make it easy to follow everyone else.

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What does it actually take to reinvent yourself without losing who you are?

Meredith Duxbury joins Bailey for a conversation about reinvention, confidence, beauty, fashion, and learning how to evolve in a way that still feels authentic. Meredith opens up about moving beyond the version of herself people first knew online, intentionally changing her image, and how stepping into fashion helped people see there was more to her than viral makeup videos.

They talk about taking creative risks, trusting your own vision, knowing when to listen to feedback, and why evolving doesn’t have to mean changing who you are. Meredith also shares what she’s learned about building confidence, creating a strong community, knowing your value in business, and pushing past the fear of embarrassment or failure.

If you’ve ever felt stuck in one version of yourself, worried about how people will react to your next move, or wondered whether you’re allowed to change direction, this conversation is a reminder that reinvention can simply mean giving yourself permission to become more of who you already are.

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What if finding your personal style has less to do with following trends and more to do with trusting your own taste?

Hadley Greene joins Bailey for a conversation about personal style, fashion, creativity, and learning to stand out without trying to look like everyone else. Hadley opens up about growing up in Louisiana, how her surroundings shaped the way she dresses, and why she has always been drawn to pieces that feel unexpected, expressive, and a little different.

They talk about developing taste, finding the silhouettes that make you feel your best, shopping more intentionally, and why Hadley thinks of jewelry as armor. She also shares her “five seconds of courage” mindset, the importance of taking career risks, staying authentic as a creator, and the deeply personal inspiration behind her upcoming Dillard’s collaboration.

If you’ve been trying to figure out your style, second-guessing your taste, or feeling pressure to dress like everyone else, this conversation is a reminder that the best style starts with knowing yourself and being willing to stand out.

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What if the confidence you’re looking for has nothing to do with how other people see you?

Clarke Carraway joins Bailey for a conversation about confidence, manifestation, self-worth, and creating the life you actually want. Clarke opens up about what it’s been like navigating life in the public eye, dealing with criticism from people who don’t know her, and finding her confidence again after a major change in her life.

They talk about manifestation and visualization, knowing your worth, setting boundaries, female friendships, social media, career growth, financial literacy, and learning when to let other people help you. Clarke shares the routines that help her feel like herself, why she believes you shouldn’t wait until you have everything figured out to start, and how she thinks about building a successful future.

She also shares the phrase she lives by: “envision and attack.”

If you’ve been comparing yourself to other people, questioning whether you’re on the right path, or waiting for the perfect time to go after something you want, this conversation is a good reminder to start where you are, believe in yourself, and actually go for it.

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Sophie Habboo joins Bailey to talk about life after Made in Chelsea, becoming a mom, and building a career with staying power. She opens up about navigating self-doubt, finding her identity again after having a baby, balancing motherhood with ambition, and why women shouldn’t feel guilty for making time for themselves. Sophie also shares what she’s learned about marriage, protecting her peace online, growing a media company with her husband Jamie, and why authenticity has been the key to bringing her audience along through every new chapter.

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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.

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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 shape Kissing Cowgirls and where she hopes to take the brand next.

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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 sense of reality. From small daily rituals to movement, skincare, mindset shifts, and learning to slow down, this episode is a raw conversation about taking your power back and building confidence in a healthier, more lasting way.

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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 her take on everything from red flags to the classic “if he wanted to, he would.” Plus, she opens up about what she’s looking for in a partner now, her career goals and why her mom will always be her ultimate It Girl.

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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 good taste is about so much more than following trends. Plus, Claudia and Gabby talk personal style, finding inspiration around the world, what they’ve learned as first-time founders, and what they’re manifesting next.

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Dieux Skin founder Charlotte Palermino joins Bailey Taylor to talk about building one of the most trusted skincare brands by leading with science, evidence, and transparency. She opens up about leaving the corporate world, why she wanted Dieux to be more than another trendy beauty brand, and how distrust in healthcare and “clean beauty” culture can radicalize women online. Charlotte also gets into what it really takes to make a product, the expensive realities of clinical testing, why restraint matters in business, and her mission to create a legacy brand that lasts far beyond her own face.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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