Tiffany Lopinsky: Co-Founder and COO of ShopMy

Monica Padman is the cocreator, cohost, and producer of Armchair Expert. In her first Second Life episode in 2021, Padman chatted about her early dreams of being an actress and how she transitioned from nanny to creative partner to Kristen Bell and Dax Shepard. Since her last episode, Padman has grown in her role as host and producer. She and Shepard continue to cohost Armchair Expert, and they were even nominated at the 2026 Golden Globes in the inaugural Best Podcast category. Padman has also been instrumental in adding numerous shows under the Armchair Umbrella, and she's even branched out into the true crime space with her podcast Beth's Dead, which is starting production for season 2. We recorded this special conversation in the studio, so if you'd like to watch this episode, make sure to check out the video version on Spotify.

This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades. This week, Hillary is joined by one of the most influential celebrity stylists working today: Jason Bolden. Bolden actually started styling "accidentally" back in 2011 after his good friend Gabrielle Union asked for help finding a look for an event. Today, he is a widely celebrated celebrity stylist who works with A-listers such as Nicole Kidman, Cynthia Erivo, Michael B. Jordan, and many more. He chats all about crafting his buzziest looks—from Kidman at the 2026 Met Gala to Erivo's jaw-dropping Wicked press-tour wardrobe. Plus, he shares his dream styling clients. Watch this episode on our new⁠ YouTube channel⁠, and be sure to subscribe!

Kristina Blahnik is the CEO of Manolo Blahnik. As the niece of acclaimed designer Manolo Blahnik, she grew up in the family business but never intended to work in it. Instead, Kristina studied architecture at the University of Cambridge and eventually had a practice of her own, where she worked for just under 10 years. In 2009 when her uncle Manolo Blahnik couldn't travel to the factories to develop the brand's new collection, Kristina stepped in and joined the family business full time. In 2013, she assumed the role of CEO, a position that she maintains to this day—although she prefers the title of "creative strategist." Since coming on board, she has expanded the business from two boutiques to 20, grown the Manolo Blahnik team from 26 people to over 250, and spearheaded major collaborations with brands such as Birkenstock and Balenciaga.

This month marks Who What Wear's 20th anniversary! To celebrate, we're spending all of October with guests who have left an indelible mark on the fashion-and-beauty world and grown up alongside us over the past two decades. This week, Hillary sits down in studio with iconic actress and singer Mandy Moore. Moore has been in the spotlight for over 20 years, from releasing her hit 1999 song "Candy" to starring in A Walk to Remember and This Is Us. Today, she reflects on getting her start as a teen pop star, her outstanding acting career, and her most memorable fashion moments from the past 20 years. Plus, she shares everything you need to know about her highly anticipated new show: The Land.  Watch this episode on our new YouTube channel, and be sure to subscribe!

Danielle Pheloung is a content creator and cofounder of the fashion brand Phe Phe. Before amassing a following on social media and starting her own clothing company, Pheloung worked in finance. She started her career as an analyst at Morgan Stanley and later transitioned to working for Goldman Sachs as a private wealth management associate. Meanwhile, her sister Brigette McHale, otherwise known as Acquired Style online, was experiencing immense success on social media. Encouraged by her sister's success, Pheloung decided to start posting on TikTok. She showcased her corporate style and daily life while working a demanding job. Eventually, Pheloung made the decision to pursue content creation full time, leaving her position at Goldman Sachs. She continued to grow on social media, and with her sister, she launched Phe Phe in 2025. Today, Pheloung continues to make content and run Phe Phe, which recently launched its workwear line, inspired in part by Pheloung's first life in the corporate world.