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>

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 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

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.

FOLLOW MIA HERE 

Follow Bailey Taylor HERE

Follow the Show HERE

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&rsquo;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 &ldquo;if he wanted to, he would.&rdquo; Plus, she opens up about what she&rsquo;s looking for in a partner now, her career goals and why her mom will always be her ultimate It Girl.
FOLLOW MIA <a href="https://www.instagram.com/miagcalabrese/?hl=en">HERE&nbsp;</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>

Mia Calabrese: NYC Dating, Red Flags & Why Ambitious Women Should Stop Settling

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/79214b06-258b-458b-9415-b4aa010937ba/transcript

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.

Follow VIN HERE

Follow Bailey Taylor HERE

Follow the Show HERE

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&rsquo;ve learned as first-time founders, and what they&rsquo;re manifesting next.
Follow VIN <a href="https://www.instagram.com/thevin.store/?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>

Claudia & Gabby: Co-Founding Vin., Good Taste & Building a Fashion Brand

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/4d79a42d-42b4-4592-856c-b4a2010707f1/transcript

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.

Follow Charlotte HERE

Follow Bailey Taylor HERE

Follow the Show HERE

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 &ldquo;clean beauty&rdquo; 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.
Follow Charlotte <a href="https://www.instagram.com/charlotteparler/?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>

Charlotte Palermino: Dieux Skin, Beauty Myths & Building a Brand That Lasts

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/a21aee77-6d07-461b-9783-b49b010c674b/transcript

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

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