In her first solo episode of It Girl, Bailey answers listener questions about breakups, situationships, dating again, and learning when it is finally time to walk away. She opens up about heartbreak, toxic relationships, chasing people who do not choose you back, and why healing does not always happen on anyone else’s timeline. Bailey also gets honest about being single, dating in New York, dealing with rejection, and finding the self-worth to stop settling for someone who makes you feel alone.

Follow Bailey Taylor HERE

Follow the Show HERE

In her first solo episode of It Girl, Bailey answers listener questions about breakups, situationships, dating again, and learning when it is finally time to walk away. She opens up about heartbreak, toxic relationships, chasing people who do not choose you back, and why healing does not always happen on anyone else&rsquo;s timeline. Bailey also gets honest about being single, dating in New York, dealing with rejection, and finding the self-worth to stop settling for someone who makes you feel alone.
Follow Bailey Taylor <a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

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.

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 &ldquo;it girl&rdquo; today&mdash;beyond the highlight reel.

It Girl with Bailey Taylor

The It Girl Guide to Breakups, Situationships & Choosing Yourself

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/1cc12236-3b78-44fb-b723-b45c00f58c40/transcript

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 HERE

Content creator and photographer Olivia Joan joins Bailey to talk about how sharing her grandmother&rsquo;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 <a href="https://www.instagram.com/_olivia_joan_/?hl=en">HERE</a>
Follow Bailey Taylor <a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

Olivia Joan: Her Grandmother’s Closet, Whimsical Style & Life Beyond the Internet

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/c13902cf-da8c-49ef-9f4b-b46c0003bbcc/transcript

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 HERE

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 <a href="https://www.instagram.com/leahfayec/?hl=en">HERE</a>
Follow Bailey Taylor <a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

Leah Faye Cooper: Vogue, Fashion Criticism & What Makes Great Style

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/5fb4306b-3cf5-4389-a905-b4620167dca5/transcript

Eva Meloche joinsBailey Taylor for her first podcast appearance to talk about growing up online, building boundaries with her audience, and learning how to keep parts of her life private while still sharing her world through YouTube. She opens up about finding her personal style through thrifting, Copenhagen fashion, and dressing for herself instead of chasing trends. Eva also talks about confidence, creativity, life in her 20s, her love of writing and Substack, and what’s next as she prepares for a new chapter in London.

Subscribe to Evas YouTube Channel HERE

Follow Bailey Taylor HERE

Follow the Show HERE

Eva Meloche joins Bailey Taylor&nbsp;for her first podcast appearance to talk about growing up online, building boundaries with her audience, and learning how to keep parts of her life private while still sharing her world through YouTube. She opens up about finding her personal style through thrifting, Copenhagen fashion, and dressing for herself instead of chasing trends. Eva also talks about confidence, creativity, life in her 20s, her love of writing and Substack, and what&rsquo;s next as she prepares for a new chapter in London.
Subscribe to Evas YouTube Channel <a href="https://www.youtube.com/EvaMeloche">HERE</a>
Follow Bailey Taylor <a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

Eva Meloche: YouTube Boundaries, Copenhagen Style & What’s Next

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/638924da-8623-44eb-ace9-b4550117dd0f/transcript

The It Girl Guide to Breakups, Situationships & Choosing Yourself

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