Hosted by Who What Wear co-founder Hillary Kerr, Second Life spotlights successful women who have made major career changes. Guests share lessons they've learned through fearlessly daring to pivot, and how they've used skills from their "first lives" to navigate their winding career journeys.
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Hillary Kerr Podcasts
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Journal Entries
Samantha Hawley | Inspired by Brene Brown, Glennon Doyle, Marie Forleo, Hillary Kerr, Mel Robbins
Journal Entries is the podcast for ambitious women in business and leadership who want to stop bringing their work stress home. Host Samantha Hawley, MBA and Clarity Coach, specializes in the ripple effect — how your internal state at work directly impacts your patience, presence, and peace at home with your family. If you're making $100k+ but find yourself snapping at your kids after a tough workday, overthinking during bedtime, or feeling like you can't turn off "boss mode" — this podcast ...
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207. Feeling Overwhelmed on Christmas? A 5-Minute Guided Meditation
6:34
6:34
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6:34Have you ever thought, “Why can’t I just relax—even today?” You finally have a quiet moment, but your mind is still running through what you forgot, what you should be doing next, and whether you did enough for everyone. If you’re physically present but mentally elsewhere, you’re not doing anything wrong. This is what happens when you’re used to ca…
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206. Relief for When You're Festive But Running on Fumes
14:22
14:22
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14:22You love Christmas. But you're so tired you can't even enjoy it. Maybe you're stress-cleaning while your kids ask for snacks. Maybe you took time off but you're too exhausted to be present. Maybe you're working and judging yourself for not being festive enough. This episode gives you the permission slips you need right now. Not tips. Not strategies…
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205. Journal With Me: Why You're Always Overstimulated + How to Stop
9:04
9:04
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9:04Things keep piling up. And no matter how many times the promise is made to slow down, it never actually happens. Here's what nobody tells you: taking a break won't fix it if you don't know what's actually driving the overstimulation in the first place. You'll just come back from your week off and fall right back into the same patterns. This journal…
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The Who What Wear Podcast: The 2025 Luxury Report: Preppy Fashion, a Return to Craftsmanship, and the Fine Jewelry Boom
30:35
30:35
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30:35In this episode, Who What Wear Editor in Chief Kat Collings sits down with Kristen Nichols, WWW's associate director of special projects, to discuss her annual Luxury Report—a comprehensive analysis of the trends, It items, and runway moments that defined this year in luxury fashion. They recap the highly anticipated creative-director debuts we saw…
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204. Why Retreats Won't Fix Your Overstimulation (And What Will)
16:15
16:15
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16:15You keep telling yourself you'll rest after this project. After the busy season. After you get through this month. But here's what actually happens: you hit your breaking point, book a retreat or take a week off, feel temporarily better — and then you're right back where you started. Overstimulated. Exhausted. Running on fumes again. This episode p…
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Claudia Sulewski is the founder of Cyklar, a new bodycare brand that bridges the gap between luxurious self-care and efficacious formulas. Before becoming a beauty founder, Sulewski was one of the original beauty YouTubers. She started her YouTube channel when she was just 13 years old, under the name BeyondBeautyStar, posting makeup tutorials, vlo…
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203. Holiday Overwhelm: 5 Min Journal Prompts to Release the Pressure
5:04
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5:04You've been running on autopilot through the holidays — buying, wrapping, planning, coordinating — because that's what you've always done. But have you ever stopped to ask: why am I doing this? Most working moms don't question it. You just assume it's your job. That if you don't do it, it won't get done (or won't get done right). And honestly? Part…
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The Who What Wear Podcast: The State of Style in 2025: Off-Kilter Colors, Loud Luxury, and Preppy Bourgeois
33:16
33:16
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33:16In this episode, Who What Wear Editor in Chief Kat Collings sits down with Senior Fashion Editor Anna LaPlaca to discuss her annual State of Style report. At the end of every year, LaPlaca analyzes the biggest trends and dissects why they took over our feeds. The pair discusses the return of ’80s influence in fashion, the uptick in preppy style bey…
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202. What to Do When Christmas Joy Starts Feeling Like Pressure
12:28
12:28
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12:28You love Christmas. You want to create magic for your kids. But somewhere between the cookie baking and the coordinating and the shoulds, you realize the pressure to make it all perfect is keeping you from actually being present. And that's the thing you wanted most. This episode breaks down the belief driving the exhaustion — and what changes when…
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Jamie Haller: Fashion Designer and Home Renovation Specialist
50:44
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50:44Before Jamie Haller launched her namesake shoe and apparel brand, she worked behind the scenes in the fashion industry in corporate retail. In the 2000s, she designed pieces for big brands of the era like Wet Seal, Guess, and Bebe. After learning the ins and outs of fashion production at a macro level, Haller left the corporate world to work for sm…
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201. Sister Wounds: 7 Journal Prompts to Stop Feeling Replaced
10:22
10:22
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10:22You're in a meeting and another woman says something brilliant. Everyone lights up. And you feel... small. Threatened. Like you just got replaced. Or maybe it's simpler than that — you see two women laughing together and your brain goes: they don't need you anymore. It's embarrassing to admit. You're a grown woman. You're successful. You know this …
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The Who What Wear Podcast: Paul Tazewell Returns! The Wicked: For Good Costume Designer on the Significance of Silhouettes and Creating Reality Within a Fantasy
36:34
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36:34Paul Tazewell is the award-winning costume designer behind the magical world of Wicked and Wicked: For Good. In this episode, Who What Wear Senior Fashion and Social Editor Tara Gonzalez sits down with Tazewell to celebrate the release of the highly anticipated finale of Elphaba and Glinda’s story. He discusses all of the thoughtfully detailed cost…
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200. Sister Wounds: How One Friendship Hurt Is Still Running Your Business
22:02
22:02
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22:02You're not afraid of competition. You're afraid of being replaced. That's why you hesitate to join the mastermind full of women like you. Why you stay late instead of delegating. Why the thought of bringing on a podcast guest who does something similar makes your stomach drop. You tell yourself it's about staying focused or protecting your brand. B…
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Erica Malbon is the co-founder of Malbon Golf—the game-changing, fashionable golfwear and lifestyle brand that seeks to break tradition by inviting anyone and everyone to enjoy what she calls the “greatest game on Earth.” Malbon Golf began as an Instagram mood board created by her husband, a longtime golf enthusiast. When the couple decided to make…
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199. Strategic Gratitude Journaling for Thanksgiving | Journal With Me
15:28
15:28
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15:28If you've ever written "I'm grateful for my family" in a journal and then felt... nothing... you're not alone. Most gratitude journaling feels empty because we're listing things instead of tapping into feelings. And here's what I've learned: the goals you're chasing? They're always attached to an emotion you're craving. Maybe it's peace. Or freedom…
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The Who What Wear Podcast: Clueless Costume Designer Mona May on 30 Years of Fashion Influence and Letting Girls Be Girls
36:04
36:04
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36:04Mona May is the costume designer of the ’90s cult classic film Clueless. In this episode, Who What Wear Senior Fashion and Social Editor Tara Gonzalez sits down with May to mark 30 years after the film’s release and to look back on the movie’s instantly recognizable fashion. May tells us about how she turned herself into a fashion “detective” when …
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198. What to Do When Life Feels Heavy, But You "Should Be Grateful"
20:33
20:33
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20:33Do you have A LOT going on right now? You keep telling yourself you’re fine — you should be fine — but something still feels heavy? You’re doing the things, showing up for everyone, checking the boxes… but underneath, you’re tired in a way that gratitude doesn’t fix. Maybe you’ve been carrying stress that no one sees. Maybe there’s a grief you’ve b…
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Melanie Bender is the founder and CEO of Lore, a new fragrance brand that creates entire worlds in every bottle. Before becoming a leader in the beauty industry, Bender initially thought she’d enter the world of STEM. In college, she studied aerospace engineering and environmental science before becoming an environmental planner in her home state o…
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197. How to Leave Work at Work & Be Present at Home | 5 Min Journal Prompts
9:40
9:40
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9:40You're physically home, but your brain is still replaying that 2:30 meeting. Again. You're making dinner, but mentally drafting tomorrow's email. Your kid asks you a question and you have to ask them to repeat it—because you weren't actually listening. You want to be present. You're just not sure how to turn your brain off when there's still so muc…
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The Who What Wear Podcast: Our 2025 Holiday Gift Guide: Fancy Condiments, Hotel Robes, and Creative Paired Gifts
43:03
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43:03This week, Who What Wear Co-Founder and Chief Content Officer Hillary Kerr, Editor in Chief Kat Collings, Shopping Director Bobby Schuessler, and Editorial Director Lauren Eggertsen are back with another holiday gift guide. They’ve got recommendations that are sure to be a hit with anyone you’re shopping for—from designer card cases stuffed with th…
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196. How to Balance Your Hormones and Calm Your Kids Naturally
34:56
34:56
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34:56You're eating the "right" foods. You're trying to take care of yourself. But you're busy AF, still exhausted, your Googling if your hormones might be all over the place, and your kids are having meltdowns over everything...on top of stress at work. Here's the thing: It's not about eating more protein or cutting carbs. It's about blood sugar — and h…
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Celia Muñoz is the founder of La Coqueta, a childrenswear brand that infuses traditional Spanish craftsmanship and culture into beautiful designs for kids. Before Muñoz dreamed up the idea for her brand, she studied psychology and then moved from her native Spain to London post-grad, working several jobs across industries—from luxury retail to head…
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195. How to Journal Through Overwhelm | 5 Min Prompts for When You're Drowning
8:29
8:29
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8:29When you're drowning in your to-do list, the last thing you need is another task. But what if four quick questions could help you actually breathe again? You're tired of being everyone's lifeline. 🛟 You're exhausted from keeping all the balls in the air. And somewhere between your overflowing inbox and your kid's forgotten permission slip, you star…
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The Who What Wear Podcast: Stylist Enrique Melendez on Jenna Ortega’s Gothic Glam Style Evolution and Those Viral Wednesday Season 2 Press Looks
35:46
35:46
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35:46Enrique Melendez is a celebrated fashion stylist known for his daring collaborations with Wednesday star Jenna Ortega. He’s been on The Hollywood Reporter’s list of the Top 25 Celebrity Stylists two years in a row and recently received an InStyle Imagemaker Award. This week, Melendez joins Who What Wear co-founder Hillary Kerr to dig into the Wedne…
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194. How to Calm Your Nervous System Without Adding More to Your Plate
17:28
17:28
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17:28The meditation apps aren't working. The bubble baths feel like another task. That morning routine everyone swears by? You're too exhausted to even start it. And somehow, you're still sitting at your desk at 9pm with your heart racing, completely fried from the day. My client sent me a screenshot of her Oura Ring Results last month — during our one-…
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Toni Chapman aka The Moody Foody is a culinary content creator, recipe developer, and new cookbook author. She grew up cooking and hosting frequent gatherings with her family, but Chapman didn't realize her love for food could be a job until after a brief stint as a bank teller. While working at the bank, she began making elaborate lunches for her …
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193. What to Do When You're Burnt Out But Still Have to Keep Going | 10 Min Journal Prompts
11:32
11:32
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11:32You wake up tired. You go to bed tired. And somehow, between those two points, you’re still holding it all together — work, kids, home, expectations — even though your body keeps whispering, “I can’t do this anymore.” If you’ve been pushing through the fog and telling yourself you’ll rest “after this week,” this one’s for you. Burnout isn’t just ab…
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The Who What Wear Podcast: Frankenstein Costume Designer Kate Hawley on Mia Goth’s Ephemeral Looks, del Toro’s Color-Coding, and the Tiffany & Co. Archives
31:31
31:31
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31:31Kate Hawley is the costume designer for Guillermo del Toro’s Frankenstein. In this episode, Who What Wear Senior Fashion and Social Editor Tara Gonzalez sits down with Hawley to discuss how she worked with longtime collaborator del Toro on his retelling of the classic tale. Hawley walks us through her extensive research process, shares why her team…
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192. Why Your Body Won’t Heal After a Toxic Relationship
28:12
28:12
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28:12You've tried the probiotics. The massage appointments. The elimination diet. The therapy. You left the toxic relationship months (or years) ago. So why is your body still a mess? Here's what nobody tells you: your body remembers what your mind wants to forget. Those chronic symptoms you can't shake? The digestive issues, the tension that won't rele…
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Elyse Myers: Writer, Comedian, and Creator
49:33
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49:33Elyse Myers is a content creator and comedian best known for her viral storytime videos. Before becoming a creator, she ran her own web design business. Myers’s life changed when she started making videos during the pandemic as a creative outlet. When a video she made about a horrible first date went viral on TikTok, she earned millions of views an…
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191. Why You Can’t Celebrate Yourself (Even When You’ve Earned It)| 10 Min Journal Prompts
12:00
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12:00You finally did the thing — got the promotion, hit the goal, made it through another hard week — but instead of feeling proud, you're already asking, "What's next?" Why is it so hard to just pause and celebrate yourself? My client Kristi became CFO after 3 years of working toward it. When she told me, she said, "So I guess that means I'm officially…
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The Who What Wear Podcast: Nobody Wants This Costume Designer Negar Ali Kline on Portraying Authentic L.A. Style and Where to Shop the Characters’ Wardrobes
30:52
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30:52Negar Ali Kline is the costume designer for Netflix’s hit rom-com series Nobody Wants This, starring Kristen Bell and Adam Brody. In honor of the show’s highly anticipated season 2 release, Negar sits down with Who What Wear Co-Founder and Chief Content Officer Hillary Kerr to deep dive on the show’s masterful approach to L.A. style. In this episod…
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Brynn Putnam: Founder of Mirror and Board
54:27
54:27
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54:27Brynn Putnam is the founder of innovative tech companies Mirror and Board. Before entering the tech space, she spent her first life as a professional ballerina. In between performing with big productions and studying at Harvard University, she taught fitness classes on the side to make ends meet. Her side hustle became her full-time one after colle…
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190. Why Investing in Your Leadership Actually Makes You a Better Mom
16:07
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16:07You love your kids more than anything… but sometimes it feels like every ounce of energy you pour into them leaves nothing for you. And on the rare days you do want to focus on yourself — a class, a coach, even just quiet time — that whisper of guilt shows up: “Shouldn’t I be doing something for them...or for work...instead?” Most women I work with…
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189. How to Lower Holiday Stress & Stop Feeling ‘ON’ All the Time | 10 Min Journal Prompts
14:45
14:45
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14:45You keep telling yourself you should be excited — the holidays are coming, right? But instead of peace or joy, it just feels like one long performance. Like no matter how early you start or how much you cross off the list, you’re still on all the time. You’re managing a dozen invisible jobs — gifts, kids, deadlines, emotions — while trying to be gr…
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The Who What Wear Podcast: WWW Parents: Cover Star and New Mom Justine Lupe Talks Feeling Primal, Nobody Wants This Season 2, and Motherhood Icks
41:25
41:25
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41:25Who What Wear just dropped its inaugural Parents Issue—a brand-new hub for stylish parents to find fashionable, personal, and trustworthy shopping recs. In this episode, we interview our first cover star: actress and new mom Justine Lupe. Lupe sits down in-studio with Who What Wear Editor in Chief and fellow new mom Kat Collings to talk about all t…
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188. How To See The Blind Spots That Keep You Overwhelmed And Stuck
19:07
19:07
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19:07You know what you want. You're doing all the "right" things. But somehow, you're still stuck in the same patterns—replaying decisions, second-guessing yourself, feeling like you're working harder but getting nowhere. What if the thing holding you back isn't something you're doing wrong…but something you literally can't see? Your blind spots aren't …
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Melissa Morris is the founder of Métier, an innovative luxury handbag brand well-revered for its commitment to combining fashion and function. Before starting her own luxury brand, Morris had worked in merchandising and design for some of the biggest names in luxury, including Helmut Lang, Armani, Belstaff, and LVMH. But in all her years working fo…
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187. For the Woman Carrying Too Much | 5-Min Journal Prompts
10:48
10:48
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10:48You handle it all — the business, the home, the emotions, the logistics — and still feel like admitting “this is hard” means you’re weak. But what if saying “this is hard” is actually the first sign of strength? In this 5-minute journaling episode, I share a story about meeting another woman who was doing it all — and realizing I couldn’t see my ow…
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The Who What Wear Podcast: Live From the Sulwhasoo Skin Longevity Symposium! Featuring Cosmetic Chemist Ron Robinson and Beauty Expert Michelle Lee
23:52
23:52
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23:52This week, Who What Wear Beauty Director Erin Jahns is reporting from the Sulwhasoo Skin Longevity Symposium in New York. Sulwhasoo is a global luxury beauty brand rooted in Korean heritage and powered by ginseng-based innovation. In partnership with scientists from the Department of Dermatology at Johns Hopkins Medical School, the symposium celebr…
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For when life feels like nothing you had planned. You did the thing — the career, the family, the move, the reinvention — but you wake up with an ache or disconnect you can’t name. Everything looks “fine” from the outside, but inside, something feels off. That might be grief — and no, nobody has to die for you to feel it. Alyssa Rose joins me to un…
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Jenee Naylor: Founder of HighLowLuxxe and 12PM Studios
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50:38Jenee Naylor is the personality behind the beloved luxury fashion blog HighLowLuxxe and the founder of 12PM Studios. Before she became a full-time content creator, she held leadership roles at Target. She stayed at the chain for eight years as a general manager and store director, building up her people management skills, with the goal of one day b…
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185. How to Navigate Life Transitions Without Anxiety | 5 Min Journal Prompts
10:03
10:03
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10:03You know that thing where you're about to go through a big change and suddenly you're up at 2am planning for every possible scenario? I made THREE different Google Docs for my son's school transition. Three. Each one mapped out a different morning routine depending on what time he woke up. I was literally scheduling my coffee time down to the minut…
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The Who What Wear Podcast: Fashion Month S/S 2026 Recap: Disruptive Designers, Cinematic Color Combos, and the End of Quiet Luxury
34:12
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34:12In this episode, Who What Wear Shopping Director Bobby Schuessler is joined by Associate Director of Special Projects Kristen Nichols and Editorial Director Lauren Eggertsen to recap fashion month. Kristen and Lauren just returned from London and Milan, respectively, and they’re here to fill you in on the designers to watch from each city. They get…
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184. From Spiraling to Actually Breathing Again (One Month Update) | Part 2
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Gregg Renfrew Returns! The Founder of Beautycounter and Counter Is Back
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53:04In 2013, Gregg Renfrew founded Beautycounter—the beauty brand that pioneered what we know today as the clean beauty movement. The brand gained a well-respected reputation for its commitment to using safe ingredients in its products and for refusing to include any formulas that contained questionable or harmful chemicals. Renfrew’s commitment to cus…
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183. For the Successful But Burned Out Working Mom | 5 Min Journal Prompts
7:32
7:32
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7:32You've got the career, the title, maybe the income you worked for. So why does success feel like you're constantly running on empty? If you're burned out behind closed doors while everyone else sees you "having it all," this quick journaling session is for you. I'm walking you through 4 prompts that help you see the gap between how your life looks …
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The Who What Wear Podcast: WWW Fall 100: Our Editor-Approved Essentials for the Season
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28:17We’re back with another installment of our seasonal series, Who What Wear 100. In this episode, Who What Wear Editor in Chief Kat Collings is joined by editors Eliza Huber and Nikki Chwatt to dish on their top wardrobe essentials for fall. They share their favorite It pieces across every major category—including outerwear, shoes, and bags—and offer…
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182. When Your Goals Give You Anxiety (Here's How I Processed It) | Part 1
24:20
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24:20I opened Google Docs at 9am and just started typing. Bullet points, random thoughts, full-on word vomit. My brain was spiraling about something I actually WANTED for my son—sending him to Montessori. I'd been dreaming about this since he was a baby. But as the start date got closer? How will I work with only 2 hours to myself? What if I can't handl…
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Diarrha N'Diaye: Founder and CEO of Ami Colé
1:02:24
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1:02:24Diarrha N'Diaye is the founder and CEO of Ami Colé—the beloved beauty brand known for its dedication to celebrating melanin-rich skin. N'Diaye first stepped into the beauty industry by working in social media marketing. She became a go-to expert in digital content management, lending her expertise to brands across fashion, beauty, and editorial sec…
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