Comedian Yvette Segan joins Bailey for a hilarious, unfiltered conversation about leaving tech behind and finding her voice in the New York stand-up scene. She opens up about the realities of being a woman in comedy, building her own lane through social media, and why the internet has helped shift power away from the old gatekeepers. Yvette also gets into New York chaos, dating disasters, making men cry, delusional apartment dreams, and the woman she considers the ultimate It Girl.

Follow Yvette HERE 

Follow Bailey Taylor HERE

Follow the Show HERE

Comedian Yvette Segan joins Bailey&nbsp;for a hilarious, unfiltered conversation about leaving tech behind and finding her voice in the New York stand-up scene. She opens up about the realities of being a woman in comedy, building her own lane through social media, and why the internet has helped shift power away from the old gatekeepers. Yvette also gets into New York chaos, dating disasters, making men cry, delusional apartment dreams, and the woman she considers the ultimate It Girl.
Follow Yvette <a href="https://www.instagram.com/yvettesegan/">HERE&nbsp;</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

Yvette Segan: Female Comedy, New York Chaos & Making Men Cry

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/0aa0c444-f389-4816-922d-b44701535ed1/transcript

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.

Follow Sophie HERE

Follow Bailey Taylor HERE

Follow the Show HERE

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&rsquo;t feel guilty for making time for themselves. Sophie also shares what she&rsquo;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.
Follow Sophie <a href="https://www.instagram.com/sophiehabboo/">HERE</a>
Follow Bailey Taylor&nbsp;<a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

Sophie Habboo: Motherhood, Made in Chelsea & Building Longevity

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/ebc46508-b7cf-4988-996c-b4c6010c4ab6/transcript

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 Bailey Taylor HERE

Follow the Show HERE

In this solo Q&amp;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 Bailey Taylor&nbsp;<a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

Listener Q&A: Dating Apps, Making Friends & Feeling Lonely in Your 20s

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/d41ac1ca-d86e-4d74-a708-b4c00051103a/transcript

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.

Follow Emma HERE

Follow Bailey Taylor HERE

Follow the Show HERE

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&rsquo;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.
Follow Emma <a href="https://www.instagram.com/emmadimarco/?hl=en">HERE</a>
Follow Bailey Taylor&nbsp;<a href="https://www.instagram.com/baileyttaylor/">HERE</a>
Follow the Show <a href="https://www.instagram.com/itgirltheseries/">HERE</a>

Emma DiMarco: Kissing Cowgirls, Brandy Melville & Building a Fashion Brand

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/3346accb-48b1-4c3f-ad0b-b4b800e1d4ba/transcript

Yvette Segan: Female Comedy, New York Chaos & Making Men Cry

In 1 playlist(s)

It Girl with Bailey Taylor

Social links

Follow podcast

Recent clips