
Date Night! Sonny Made Us Ask Chat GPT If We're Celebrities
2026-1-13 | 40 min.
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 MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Getting Dressed Is a Power Move: Ramy Brook on Confidence, Risk, and Reinvention
2026-1-06 | 57 min.
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.

Best of Date Night! Happy End of 2025, We Love You!
2025-12-30 | 47 min.
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.

A Soft Year-End Solo: The Highs, Lows, & Lessons of 2025
2025-12-23 | 47 min.
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.

Date Night: Gliding Into The Holidays + The Ice Machine That Changed Our Lives
2025-12-16 | 46 min.
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.



With Whit