Join Bailey Taylor as she sits down with model Olivia Ponton to talk about building a career in your 20s—and what it really takes to stay consistent in a nonstop content world. From daily routines to staying creatively inspired, Olivia shares how discipline and intention keep her ahead of the curve. She opens up about navigating pressure, evolving with the industry, and making smart career moves while everything is moving fast. Plus, her honest advice for anyone trying to break in, stay relevant, and build something that actually lasts.

Follow Olivia HERE

Follow Bailey Taylor HERE

Follow the Show HERE

Join Bailey Taylor as she sits down with model Olivia Ponton to talk about building a career in your 20s&mdash;and what it really takes to stay consistent in a nonstop content world. From daily routines to staying creatively inspired, Olivia shares how discipline and intention keep her ahead of the curve.&nbsp;She opens up about navigating pressure, evolving with the industry, and making smart career moves while everything is moving fast. Plus, her honest advice for anyone trying to break in, stay relevant, and build something that actually lasts.
Follow Olivia <a href="https://www.instagram.com/olivia.ponton/">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>

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

Olivia Ponton: Content, Consistency & Career Moves in Your 20s

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/efe39185-4363-4020-a22a-b4340009f6d8/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

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>

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

Olivia Ponton: Content, Consistency & Career Moves in Your 20s

In 1 playlist(s)

It Girl with Bailey Taylor

Social links

Follow podcast

Recent clips