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

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 ShoppingeBay 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.comYou have to check out Google’s Try On feature. Check it out at g.co/shop/tryon. Trust me, your holiday season just got a whole lot merrier. 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 MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.comYou have to check out Google’s Try On feature. Check it out at g.co/shop/tryon. Trust me, your holiday season just got a whole lot merrier.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.comThis 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 MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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! You have to check out Google’s Try On feature. Check it out at g.co/shop/tryon. Trust me, your holiday season just got a whole lot merrier.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 MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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/whitIf 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.comSo if you’re stressing about finding those perfect presents, head over to g.co/shop/holiday100. Trust me, it’ll make your holiday shopping so much easier and way more fun! 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 MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 BeautyHead over to G.co/shop/holiday100. Trust me, it’ll make your holiday shopping so much easier and way more fun!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.coIf 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.

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 ShoppingVisit 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 orderIf 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.) Vital Vitamins is offering my listeners 20% off all orders with code WITHWHIT at myvitalvitamins.com.Head over to G.co/holiday100. Trust me, it’ll make your holiday shopping so much easier and way more fun!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/smallbusinessgiftsPlease 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.

Hi! Another solo from my cozy nook, and I get into a lot. First a little High/Low of the week and a little recap of our funny night celebrating our 10th anniversary. Then we go deeper. I'm answering questions that have really been sitting with me this month: What's taking up the most mental real estate lately? What emotions keep visiting? What's a story that I keep telling myself that isn't actually true anymore? What lies my anxiety loves to tell me and the fears that make no logical sense but continue to show up. And a list of my toxic traits that were funny to gather. If you're in the mood for a cozy, honest, reflection session full of good questions to ask yourself and your loved ones, this is for you. I love you! This episode is brought to you by Jones Road Beauty, Minted, Neiman Marcus, The RealReal, and Primal Kitchen. This holiday season, simplify your routine with makeup that’s clean, strategic, and multifunctional. From November 18th - December 1st, Jones Road is doing their first ever Black Friday sale! Go to JonesRoadBeauty.com to get up to 20% off sitewide.Bring your traditions to life with independent art and design this holiday season. Use code WITHWHIT for 20% off Minted Holiday Cards, Gifts and Wrapping Paper.No one makes the holidays shine brighter than The RealReal. And now, get TWENTY FIVE DOLLARS OFF of your first purchase when you go to therealreal.com/WHITIf 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.) 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.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.

Hi! Today we have a little Solo Q&A and I'm answering the questions you were most curious about - the ones I didn't get to in my recent AMA. These mixed bag episodes are fun to do, so keep the questions coming! I get into everything from how tall I am and what my relationship to my height has been over the years, whether I still consider myself an influencer, to my rising and moon signs (Aries rising, Leo moon - I had to look them up and take notes.) Then it shifts into all things holidays: what Christmas plans are looking like this year, easy early-shopping gift ideas, splurge ideas, and how Timmy and I go about gifts for each other. Plus, my #1 High Confectionary product right now. Come hang out, let's gab. This episode is brought to you by Squarespace, The RealReal, Minted, Neiman Marcus, and Vital VitaminsHead to squarespace.com/WITHWHIT for a free trial, and when you’re ready to launch, use WITHWHIT to save 10% off your first purchase of a website or domain. No one does resale like The RealReal - and no one makes the holidays shine brighter than The RealReal. And now, get TWENTY FIVE DOLLARS OFF of your first purchase when you go to therealreal.com/WHITMinted holiday cards are joy in your mailbox. Bring your traditions to life with independent art and design this holiday season. Use code WITHWHIT for 20% off Minted Holiday Cards, Gifts and Wrapping Paper.If you are looking for gifts that will actually surprise and delight, head to Neiman Narcus. It’s the ultimate destination for holiday gifting - for everyone on your list (and a few things for yourself.) Vital Vitamins’ Age Defying Bundle is three simple supplements - all third-party tested and made in the USA. Vital Vitamins is offering my listeners 20% off all orders with code WITHWHIT at myvitalvitamins.comPlease 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.

Date Night! What's going onnnn? Join us for a date as we drive around LA vintage stores to find stuff for our halloween costumes. What's on our mind? This lake house we found on Redfin that we can't stop thinking about. Should we get it and film a new renovation series?? Other topics include debates about whether farting under the sheets can actually ruin them and how we'd feel about living in a murder house. It's a Halloween special. We love date nights and we love you! This episode is brought to you by Toups & Co, Minted, Squarespace, Grüns, and Jones Road Beauty. Toups & Co. makes skincare and makeup that are 100% natural, made with ingredients you can actually pronounce. Visit toupsandco.com and use code WITHWHIT at checkout for 15% off your first purchase.Minted holiday cards are joy in your mailbox. Bring your traditions to life with independent art and design this holiday season. Use code WITHWHIT for 20% off Minted Holiday Cards, Gifts and Wrapping Paper.Head to squarespace.com/WITHWHIT for a free trial, and when you’re ready to launch, use WITHWHIT to save 10% off your first purchase of a website or domain.Visit gruns.co and use code WITHWHIT at checkout for up to 52% off your first order.This holiday season, simplify your routine with makeup that’s clean, strategic, and multifunctional. Head to Jonesroadbeauty.com and use code WITHWHIT at checkout.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.