15 Best ‘With Whit’ Podcast Episodes, Plus How to Join Her New Fan Club

At Dear Media, we consider our podcast taste very, well, broad. We have an incredible line-up of even more incredible hosts who discuss a HUGE range of topics, always keeping us excited and on our toes. Some offer relationship advice, some offer parenting tips, and then some offer a little bit of everything. Enter the one, the only, Whitney Port!

You may know Whitney from her days on The Hills or The City, but she’s so much more than that. You can get to know her as the honest, conversational, and super relatable host on her podcast, With Whit. She discusses everything—parenthood, relationships, beauty, fashion, health, wellness, maybe even a little reality TV gossip—the topics never end.

With Whit is for the girls—whether you’re on the hunt for best podcasts for female entrepreneurs or a good podcast to listen to at work. Basically, there’s nothing this podcast can’t do. If you wanna hear a little bit about what she’s been up to, keep reading! We’ll give you a little Whitney Port refresher, and then we’ll dive straight into the best With Whit episodes.

Who Is Whitney Port?

Whitney Port is a reality TV star, fashion designer, author, mom, wife, entrepreneur, and a podcast host. Yeah, she does it all—and she does it well. But where did Whitney get her start? And how did she transform into the icon that she is today?

The world was first introduced to Whitney back in 2006 in MTV’s reality TV show, The Hills. Though she was originally recognized as Teen Vogue intern and “Lauren Conrad’s friend,” her reputation far succeeded that. She became SO popular that she got her own spin-off show in 2008, titled The City. This show was allll about her big move to NYC so she could launch her career in the fashion industry.

From there, Whitney planted her roots even further into fashion. Although she was still pursuing reality TV, she also worked with big names and brands like Diane Von Fürstenberg and People’s Revolution. In 2008, she launched her first fashion line, Whitney Eve, and then designed a collection for Rent the Runway in 2020 called Love, Whit.

Aside from fashion and reality TV stardom, Whitney got married, had a baby, published “True Whit: Designing a Life of Style, Beauty, and Fun,” and became the Creative Director for The High Confectionary—a low-dose gummy brand. Oh, and she teamed up with Dear Media in 2019 to start her podcast With Whit, which has been a TOTAL hit.

But, why not hear what Whitney’s been up to over the years straight from the source? Here are allll of the BEST With Whit podcast episodes—full of authenticity, updates, and unfiltered truths.

15 Best With Whit Podcast Episodes

Staying Home with Whit | Lauren Conrad and I (FINALLY!) Reunite

It’s no surprise that this episode of With Whit with Whitney and Lauren Conrad comes in at number one. Whitney and Lauren spent years together filming The Hills and they have a lot of catching up to do.

Whitney admits that every time she was asked if they were still friends, she would instantly answer with, “Yes, but we don’t keep in touch.” Instead of letting that linger, she brought Lauren on to talk about it! If you like this episode, be sure to check out part two where Whitney and Lauren continue their conversation.

Date Night! Family Trips, Love Island, and ChatGPT Therapy

We all look forward to a night full of gossip and girl chat, and this is exactly the vibes this episode has. Whitney sits down to recap her Love Island thoughts, the chaos of family trips, and a handful of other funny (but super relatable) topics. It honestly just feels like you’re sitting down with a friend and updating each other about life.

The Secret To Happier Kids and Calmer Homes with Myriam Sandler

Let’s be real—parenting is hard AF. And finding solid advice? Sometimes it feels even harder. But, who better to help out than Myriam Sandler, the queen of sensory play and the ultimate parenting expert? Whitney and Myriam spend the episode discussing how small shifts in your home setup can have big changes in your family dynamic. It’s real, raw, and full of helpful tips.

Messy, Happy, and In Love: Hannah Brown’s Next Chapter

Calling all Bachelorette (or Hannah Brown) fans! Whitney invites Hannah on to discuss, well, everything! They talk reality TV fame, the work behind rediscovering yourself, and how Hannah’s finding love off camera. Not only is it a much-needed update on what Hannah Brown’s up to (we’re unapologetically obsessed, who isn’t?), but it also feels refreshing and inspiring.

Want even more? Check out our post, “Hannah Brown of ‘The Bachelorette’ Has a New Life.”

How to Think Thoughts That Feel Good: Mindful Meditation with Niamh McCarthy

We’re strong believers that everyone can use a good meditation sesh, no matter what’s going on in your life. And that’s why we love this episode of With Whit! She sits down with mediation guide and founder of Mindful Nation, Niamh McCarthy. But Niamh isn’t just here to explain how powerful meditation can be. She also talks about the power of choosing your feelings and the daily practice of softening your mind. It’s a MUST-listen, especially if you’re looking for ways to prioritize your mental health.

The Art of Being Present: Sami Spalter on Finding Joy Where You Are

Two of our favorite hosts in one episode? Pinch us. Whitney brings on Sami Spalter, one of the hosts of Transform, for an hour-long convo that feels like a breath of fresh air. The duo discuss how to embrace change, the importance of redefining your relationship with health, and the power of building a brand centered on self-expression. It’s an episode full of love, transformation, and girl power.

Self-Care Non-Negotiables with Victoria Garrick Browne

Self-care means something different to everyone. Some consider it their nighttime routine, some consider it a trip to the spa, and some, like Victoria Garrick, consider it an act of embracing who you are. Through conversations about mental health and actionable steps you can take to get to a better headspace, this episode of With Whit is full of wisdom and inspiration.

I Had A Miscarriage 

Buckle in for an open, honest, and emotional conversation about Whitney’s experience with a miscarriage. In this episode, Whitney sits down with her husband, Timmy, to talk about the rollercoaster of feelings and emotions that came along with her tragic experience. This episode covers everything from her fears of having another kid to how she felt once she lost the pregnancy to how they coped as a family.

An Emotional Rollercoaster with My Sisters 

Grab some tissues and settle in! In this episode of With Whit, Whitney sits down with her sisters to catch up and share memories of childhood. The girls share both funny and emotional stories, talk about what it was like to watch Whitney on TV, and discuss how they’ve overcome the loss of their father.

Stassi Schroeder Spills Secrets from Vanderpump Rules, Wedding Planning and Her Horror Obsession

If you absolutely love Vanderpump Rules, then this is totally the episode for you! Whitney sits down with Stassi Schroeder, star of Vanderpump Rules, best-selling author, and podcast host of Straight Up with Stassi to spill all the tea. The duo talk about the latest Vanderpump drama, why Stassi loves all things horror, and the details of Stassi’s wedding!

BTS Secrets of “The Hills”

If you’re a huge fan of The Hills, this episode is a MUST-LISTEN! Get ready for a whole episode devoted to answering fan questions about The Hills. You’ll hear about how Whitney landed the part, which castmates she liked, who she didn’t, who she still talks to, and so much more.

How We Fell In Love: A Look Inside Timmy and My Love Story

Meet Timmy, the love of Whitney’s life! Timmy was previously a producer on The City before transitioning to the world of unscripted TV development production. In this episode, listeners get to sit down with Timmy to talk about Whitney, what life is like as Whitney’s husband, living with Whitney and her sisters, and more!

WITH WHIT LIVE with Special Guest Kaitlynn Carter

In this super cool episode of With Whit, which was recorded LIVE, Whitney sits down with Kaitlynn Carter. Kaitlynn is an entrepreneur and blogger who also spent time on The Hills where she and Whitney became fast friends! You’ll hear about fashion, social media, skincare, The Hills (of course!), and answers to questions from the live audience!

Fighting Fair with My Husband, Timmy

Get an inside look at Whitney’s life in this vulnerable and honest episode with her husband, Timmy. The duo open up to listeners about their most common fights, why each of them feel so strongly about certain topics, and how they resolve their issues.

How to Cope with Today’s Job Market, Being Single and Heartbreak with My Best Friend of Life, Andrea Cuttler

Introducing Andrea Cuttler, entertainment director of Harper’s Bazaar Magazine and one of Whitney’s best friends! Andrea tells listeners all about her job, how she landed the position, and what life is like in the fashion industry. Whitney and Andrea also discuss being single in their thirties, how to handle heartbreak, and why having female friends is soooo important.

Big News: Whitney Has an Exclusive Fan Community!

If you love Whitney Port as much as we do, you’ll be super excited to hear about her exclusive community, Whitney Forever. In partnership with Kajabi and Dear Media, Whitney launched a subscription-based platform where you can get even more Whit-related content in your life. Here’s everything you can look forward to:

• TV show reaction series: Watch Whitney and husband Timmy react to iconic episodes from shows like The Hills and Made in Chelsea.
• Behind-the-scenes content: All those juicy conversations that didn’t make it into the regular podcast? You’ll get access to those extended cuts and special bonus episodes.
• Live hangouts with Whitney: Jump on live Q&As where you can ask Whitney your burning questions about fashion, wellness, or whatever’s on your mind.
• Community chats: Connect with other people who love Whitney’s world as much as you do!

Ready for More Whitney in Your Life?

Whether you’re a fan of reality TV or not, With Whit has a little bit of something for everyone. From genuine advice about love, loss, and relationships, to all the hot gossip from your favorite reality TV shows, Whitney has got you covered! New episodes drop every Tuesday on Dear Media, Apple Podcasts, Amazon Music, and Spotify. If you have a favorite episode of With Whit, feel free to drop it below!

And, for even more Whit-content, check out her second Dear Media podcast, Fertility FM. It’s the ultimate community for women struggling with or looking to learn more about fertility issues. She has a ton of notable Dear Media network creators along with fertility doctors for research-backed and well-rounded conversations on all things fertility.

Also, don’t forget to check out the Dear Media blog! We talk about everything from health and wellness tips to love life advice. And, of course, make sure to drop into the DM shop for all the latest and greatest With Whit products. Like how cute is this “Happy Days” tote? You need it ASAP.