With Whit

With Whit

By Dear Media, Whitney PortSociety & CultureLeisure
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    43 min

    per episode

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With Whit episodes

  • How To Become Securely Attached (Yes, It's Possible)

    This conversation felt like therapy, but better, and I'm so excited to share it! I'm joined by Thais Gibson, founder of The Personal Development School, for a deep, emotional conversation about attachment theory and how it affects all aspects of our lives, far beyond just romantic relationships. 

    Thais breaks down the four attachment styles, digs into how they're formed, and how they can shift over time - especially after major life events and loss. She explains why so many of us feel like we could be "all of them", how to identify our core patterns through wounds, needs, boundaries, and nervous system regulation, and why the relationships we choose often mirror the relationship we have with ourselves. Once we identify which style we fall into, she dives into the part that matters most: How to actually change your attachment style and the steps we all can take to rewire our brains to heal.

    This episode is filled with tools for building real self-trust and meeting your own needs, so you can stop living from a place of fear, hyper vigilance, or feeling "not good enough". Thank you so much, Thais. I loved this talk so much!


    Take the free attachment style quiz at PersonalDevelopmentSchool.com and receive an in-depth attachment style report and discover the exact steps you can take to heal your attachment style. Use code PDS25 for 20% off The Personal Development School's All Access Pass 


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    59 min
  • Pull Up A Chair: Life Lately

    This week's episode is a chill, at-home catch-up - the kind where I'm processing life out loud and letting the conversation go where it wants to go. I share about my quick overnight trip to D.C. to join a lobbying mission, what it feels like to join these inspiring groups and go to the White House, and why asking ourselves "ok, what can I do?" has become a helpful antidote to all the overwhelm that comes with watching the news lately. I'm catching you guys up on what Sonny's been up to, including a dramatic moment where he made a sign that said "only Dad is allowed in", and talking about weekend plans that include line dancing. Plus a "Lately I've Been.." check-in: the cravings, the things I'm rethinking, what's making me laugh, and some products I've been loving lately. No big agenda, just day to day things and some honest reflections! 


    This episode is brought to you by Amazon Pharmacy. Amazon Pharmacy is a full service digital pharmacy that delivers prescription medications directly to customers’ homes. Visit pharmacy.amazon.com to learn more.


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    35 min
  • Date Night! Sonny Made Us Ask Chat GPT If We're Celebrities

    Wellll hello hello, and welcome to a new year of dating. We are starting strong! Drive with us to and find out if our new year positivity can manifest an open table at the current hottest LA restaurant during the lunch rush. Ok, let's talk Ashley Tisdale mom group drama, adult women group dynamics in general, and our opinions on all of it. Also thoughts on transition glasses and Sonny making us ask ChatGPT if we're celebrities. Also all our segment classics plus Timmy's new segment "Something You Wanna Buy".  

    We love you and are so excited for all the Date Nights and sandwiches to come in this new year! 


    This episode is brought to you by Amazon Pharmacy. 

    • Amazon Pharmacy is a full service digital pharmacy that delivers prescription medications directly to customers’ homes. Visit pharmacy.amazon.com to learn more.


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    41 min
  • Getting Dressed Is a Power Move: Ramy Brook on Confidence, Risk, and Reinvention

    In today's episode, I'm sitting down with Ramy Brook, founder of the fashion brand built on confidence, celebration, and feeling really good in what you wear. Ramy shares her incredible journey of starting her business at 42, turning a need for beautiful, wearable pieces into a globally recognized brand carried by Bergdorf's and Bloomingdale's. We get into the real behind-the-scenes of building a fashion business, trusting your instincts, learning from your customer, and why getting dressed can truly change how you feel. Plus, Ramy shares her approach to effortless, day-to-night style, one-and-done outfits, and using jewelry as the ultimate outfit elevator. This conversation is equal parts inspiring, practical, and empowering. Especially if you've ever felt like it might be "too late" to start something new. Thank you so much, Ramy Brook! 



    Visit RamyBrook.com and use code WITHWHIT for 15% off your first purchase. 


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.



    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    58 min
  • Best of Date Night! Happy End of 2025, We Love You!

    We're ending 2025 on a high as we wrap up this year with a Best of Date Night! We pulled together some of our favorite Date Night - the ones we still reference and laugh about. Come ride around LA with us as we recount our brain farts, revisit the White Couch Debacle, and never stop bringing the conversation back around to sandwiches. Plus, some true nuggets of real perspective, love, and navigating life's hard things together. 2025 was the year of getting Penny, another year of watching Sonny come into his own and be the best guy around, another year on our surrogacy journey, and another year of bringing you along with us for all of it. We just love you so much and we are excited for the many Date Nights that lie ahead! 


    This episode is brought to you by eBay, Vital Vitamins, and Google Shopping

    • eBay has millions of pre-loved finds, from hundreds of brands, backed by eBay Authenticity Guarantee. eBay. Things. People. Love.
    • Vital Vitamins is offering my listeners 20% off all orders with code WITHWHIT at myvitalvitamins.com
    • Google Shopping: #sponsored See how clothes from your favorite brands look on you before you buy by visiting g.co/shop/tryon


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    48 min
  • A Soft Year-End Solo: The Highs, Lows, & Lessons of 2025

    This episode is a little all over the place, and honestly, that feels about right. In this solo, I'm looking back on 2025 without needing to wrap it up with a neat bow. I talk through the highs, the lows, and the emotional static that lived in the background: from moments that surprised me and filled me up to the exhaustion, uncertainty, and growth that didn't always have clear answers. I reflect on watching Sonny grow into himself, learning to slow down without losing ambition. navigating decision fatigue, and what it's been like living in the in-between, especially while moving through our surrogacy journey. This episode is about giving ourselves a permission slip to soften, protect our nervous systems, and redefine what success actually looks like when peace matters more than productivity. If you are closing out the year feeling grateful and tired, hopeful and unsure, or like you're still learning as you go - I'm with you, we're in this together. 


    This episode is brought to you by eBay, Vital Vitamins, Google Shopping, and Primal Kitchen. 

    • Shop eBay for millions of finds. Each with a story. Visit eBay.com to shop your favorite finds. eBay. Things. People. Love.
    • Vital Vitamins is offering my listeners 20% off all orders with code WITHWHIT at myvitalvitamins.com
    • Google Shopping: #sponsored See how clothes from your favorite brands look on you before you buy by visiting g.co/shop/tryon
    • It’s easier than ever to find Primal Kitchen Pure Avocado Oil because it’s now available at Walmart. You can find Primal Kitchen in Walmart stores or online at Walmart.com and PrimalKitchen.com


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    48 min
  • Date Night: Gliding Into The Holidays + The Ice Machine That Changed Our Lives

    Hello hello. Here we are, ready to slide through the holidays with ease and coziness. We are calmer this week after a bit of a panicky stretch and great news, our lives have been changed by an ice machine - not an an, just obsessed with pellet ice. We recap our mostly lovely and wonderful Thanksgiving trip to Montana that started with an airport fiasco where Whit forgot her ID and barely made the flight. Then some good Date Night classics - pop culture palette cleansers that include Timothee Chalamet/Kylie Jenner discourse, feelings about Elf on the Shelf, true crime watching habits, best things we ate, and a new working segment: Who Annoyed You Most? We love and adore you. 


    This episode is brought to you by eBay, Care.com, Primal Kitchen, Jones Road Beauty, and Google Shopping. 

    • There’s always more to discover - eBay has millions of pre-loved finds, from hundreds of brands, backed by eBay Authenticity Guarantee. eBay. Things. People. Love.
    • It’s easier than ever to find Primal Kitchen Pure Avocado Oil because it’s now available at Walmart. You can find Primal Kitchen in Walmart stores or online at Walmart.com and Primalkitchen.com 
    • For a limited time, you can go to Care.com and use my code WHITNEY15 to save 15% off a Care.com Premium Membership or a Senior Care Advisor. Because none of us should have to figure this out alone.
    • This holiday season, simplify your routine with Makeup that’s clean, strategic, and multifunctional. Use code withwhit at Jonesroadbeauty.com to get a Free Gift with Purchase! 
    • Google Shopping: #sponsored See how clothes from your favorite brands look on you before you buy by visiting g.co/shop/tryon


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    47 min
  • Caring For Aging Loved Ones: The Emotions No One Prepares You For with Care.com's Jill McNamara

    Today's episode is a really personal one for me. As some of you may know, my family has been moving through complicated changes brought on by some issues with my mother's health. It's been a heartbreaking chapter and one of the most confusing periods emotionally. Jill McNamara is the General Manager of Care.com, and has been a person who has supported me in a huge way over this last year. She and the Care.com team have guided my family as we've searched for the proper care for my mom, and it's an honor to have her on the podcast to discuss the complicated emotions that come with watching someone you love change. When I asked you all to send in your questions, I was blown away by how many of you are going through similar things with your aging loved ones. Today, Jill and I are sitting down to talk through everything. I get raw and emotional about my own situation, and Jill offers such thoughtful, grounding wisdom about the realities of caregiving - the guilt, the frustration, the tenderness, and the small wins that still matter. If you are walking through anything like this, I hope this conversation helps you feel a little less alone and permits you to feel everything you're feeling, even when those feelings don't make sense together. I'm learning that there is no "right" way to do this, just the honest way. 


    This episode is brought to you by Care.com, Primal Kitchen, The RealReal, Neiman Marcus, Vital Vitamins, and Google Shopping. 

    • You're not alone. Go to Care.com and use code WHITNEY15 to save 15% off any Care.com Premium Membership or Senior Care Advisor. 
    • It’s easier than ever to find Primal Kitchen Pure Avocado Oil because it’s now available at Walmart. You can find Primal Kitchen in Walmart stores or online at Walmart.com and PrimalKitchen.com.
    • No one makes the holidays shine brighter than The RealReal. And now, get TWENTY FIVE DOLLARS OFF your first purchase when you go to therealreal.com/whit
    • If you’re looking for gifts that are guaranteed to surprise and delight, head to Neiman Marcus for the best of the best of everything. 
    • Vital Vitamins' Age Defying Bundle is a doable routine I can actually stick to. Vital Vitamins is offering my listeners 20% off all orders with code WITHWHIT at myvitalvitamins.com
    • Google Shopping: #sponsored Shop the 100 products that made our year by visiting g.co/shop/holiday100


    This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.


    Produced by Dear Media

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    1 hr 2 min
  • Revisiting Favorites: The Words I Needed Then (And Now) (And Forever)

    Hey! I'm taking a small pause this week and revisiting some of my favorite conversations that have deeply stuck with me. This compilation brings together sweet, standout moments from episodes that felt and continue to feel truly transformative. You'll hear reflections on finding worth outside perfection, calming anxiety and how to actually meditate, navigating the identity shift of motherhood, choosing thoughts that feel good, and learning to breathe in a way that actually supports your nervous system. These guests have offered tools, truths, and perspectives that I return to again and again. Whether you're hearing these clips for the first time or revisiting them with fresh eyes and ears, I hope something in this episode finds you at just the right moment. I know we all can use it right now in this holiday madness! 


    This episode is brought to you by Google Shop, Primal Kitchen, Gruns, Neiman Marcus, Squarespace, and Jones Road Beauty

    • Google Shopping: #sponsored Shop the 100 products that made our year by visiting g.co/shop/holiday100
    • It’s easier than ever to find Primal Kitchen Pure Avocado Oil because it’s now available at Walmart. You can find Primal Kitchen in Walmart stores or online at Walmart.com and PrimalKitchen.com.
    • Gruns helps you fill in the nutritional gaps so you can enjoy every moment - guilt free. Get up to 52% off with code WITHWHIT at Gruns.co
    • If you are looking for gifts that will actually surprise and delight, head to Neiman Marcus. It’s the ultimate destination for holiday gifting - for everyone on your list (and a few things for yourself.)
    • Squarespace is the all in one website platform that helps you stand out and succeed online. Head to squarespace.com/withwhit for a free trial, and when you’re ready to launch, use the code WITHWHIT save 10% off your first purchase of a website or domain.
    • This holiday season, simplify your routine with Makeup that’s clean, strategic, and multifunctional. Head to Jonesroadbeauty.com and use code WITHWITH at checkout to get a free Cool Gloss on your first purchase.



    Please note that this episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct or indirect financial interest in products or services referred to in this episode.


    Produced by Dear Media.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    50 min
  • It's Nice To Know That Mercury is in Retrograde: A Date Night Episode

    Here yee here yee. It's 9:30am and date night is upon us. It has been a rather intense week where financial conversations, family stuff, health, and keeping everything running has us thinking: does anyone actually feel like an adult? We're talking about the idea of living from a place of abundance while also living in actual reality. Deep breaths, talking and laughing through the life gunk, Nuance, and Smell Phone. Also, lots of good Pop Culture Palette Cleansing - Bravocon, RHOSLC, and Andy Cohen, modern war profiteer. We love you, face the stress together! 



    This episode is brought to you by Toups & Co. Organics, Tia Health, Amazon Small Business, Neiman Marcus, Vital Vitamins, Google Shopping

    • Visit toupsandco.com and use code WITHWHIT at checkout for 15% off your first purchase. That’s toups and co dot com with code WITHWHIT for 15% off your first order
    • If you are looking for gifts that will actually surprise and delight, head to Neiman Marcus . It’s the ultimate destination for holiday gifting - for everyone on your list (and a few things for yourself.) 
    • Tia Health: Book an appointment today at https://bit.ly/asktia-whitwhit
    • Vital Vitamins is offering my listeners 20% off all orders with code WITHWHIT at myvitalvitamins.com.
    • Google Shopping: #sponsored Shop the 100 products that made our year by visiting g.co/shop/holiday100
    • During the holidays shoppers can explore a curated selection of incredible products from small businesses by looking for the Small Business Badge and visiting the Amazon Small Business Holiday shop at amazon.com/smallbusinessgifts



    Please note that this episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct or indirect financial interest in products or services referred to in this episode.


    Produced by Dear Media.


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    1 hr

About With Whit

From the publisher's feed

I'm Whitney Port, and a lot has happened since you last saw me on The Hills. For starters, I'm a mom, I got married to the love of my life, Timmy, I run a business outside of fashion - it's time we…

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