Heidi Gardner is responsible for some of our favorite characters on the current season of Saturday Night Live, including Bailey, the teenage movie critic; Angel, also known as every boxer’s girlfriend; and Michael Wozniak, a stadium security guard who lost everything to Michael Jordan in the digital short The Last Dance: Extended Scene. Heidi is on the show this week to discuss her fifth season with the SNL cast, her come-up within comedy (she was a hairdresser for nine years prior!), and the sneaky places to find the real fashion moments on the show.

Kate Berry is the chief content officer at home publication Domino as well as the food, wine, and travel destination Saveur. At the helm of the two major lifestyle publications, Berry draws from her 14 years of editorial experience to lead teams across various digital platforms and has become an integral part in building the brands. Prior to joining Domino and Saveur, Berry spent eight years at Martha Stewart Living and Martha Stewart Weddings after her own wedding was featured in the latter publication and its design caught the attention of Martha Stewart herself. But prior to her fortuitous calling within media, Berry was actually a floral and interior designer in San Francisco. On this episode of Second Life, hear the entire story of how Berry became the chief content officer behind not one but two aspirational publications and all of the lessons she has learned along the way.

On this episode, Harper’s Bazaar Digital Fashion Director Nikki Ogunnaike brings us inside fashion month, where she attended the spring/summer 2022 shows in New York, London, Milan, and Paris. Nikki tells us about her favorite collections from around the world, plus the biggest spring trends and who’s doing them the best.

If you’re into wellness, you likely would instantly recognize the modern pastel palette of superfood brand Golde from your Instagram feed. The collection of superfoods and skincare-boosting products, such as the Original Turmeric Latte Blend, are made with contemporary ingredients that think beyond the traditional healing box. In 2017—at just 23 years old—Trinity Mouzon Wofford launched the brand from her Brooklyn apartment. Four years later, Golde can be found on the shelves of massive retailers like Urban Outfitters, Goop, and Target. But before it all, Wofford was actually on a more traditional path to becoming a doctor. On this episode of Second Life, find out how Wofford built her accessible and joyful wellness brand after diverging from her initial medical path and stopping at various startups along the way.

Tara Swennen is a celebrity stylist responsible for dressing stars such as Idina Menzel, Matthew McConaughey, and Kristen Stewart. On this episode, Swennen brings us inside her strategy for dressing Stewart for the stunning Spencer press tour. Plus, she shares the classics that should be in everyone’s closet and the most used items in her styling kit.

Katie Lopes and Nicola Piercy founded the sustainable knickers brand, Stripe and Stare, back in 2017. Today, the London-based company is distributed globally—here in the U.S. online and at retailers like Shopbop and Bloomingdales—and just released its most sustainable line yet: The B Edit, which is 100% biodegradable. But how did this duo come together to create a line beloved by bums around the world? Nicola spent her first life in marketing, where she built an online platform that sold houses. She also managed a chain of cooking schools. Katie, on the other hand, spent a number of years in production at Channel 7 in Sydney, Australia, before opening a fashion boutique in the UK. And for the rest of the story, you’re going to have to tune in!

Nicole Chavez is the brilliant fashion guru and stylist behind massive Hollywood names such as Rachel Bilson, Kristen Bell, and Jessica Simpson. On this episode, she tells Hillary how her favorite red carpet moments came together, how to style the coolest trends we’ll see this winter, and the outfit formulas that win every time.

Grace Bonney is a digital pioneer, a design expert, and the founder of Design*Sponge. She is also the author of best-selling books Design*Sponge at Home and In the Company of Women, the founder of Good Company magazine, and the host of the After the Jump podcast. Her latest book—Collective Wisdom: Lessons, Inspiration, and Advice from Women over 50, which will be released tomorrow, October 26—features unfiltered, eye-opening conversations with more than 100 diverse women. On this episode of Second Life, find out about the project that moved Bonney to make a major career pivot of her own as she sets out to become a marriage and family therapist.

Israel-born, New York–based fashion designer Nili Lotan couldn’t go out of style if she tried. On this week’s episode, she tells Hillary how she got her start in the industry—including leading design teams at Ralph Lauren and Liz Claiborne—before creating her eponymous label at age 46. They also chat about her recent expansion into categories such as handbags and her best style advice of all time.

Founded by Jessica Ewing, Literati is an innovative experiential book club for all ages dedicated to connecting people through the power of reading. Literati launched in 2017 as a unique try-before-you-buy book-curation service for kids, and in August 2020, the brand expanded to offer book clubs for adults led by thought leaders like Stephen Curry, Malala, and Cheryl Strayed. But before Ewing completely reshaped the art of book discovery, she worked in tech as a product manager at Google. In fact, Ewing was featured in Fast Company as one of Google's 12 Most Innovative Minds in 2007, and she is the co-owner of five different patents in consumer technology design. On this episode of Second Life, find out how Ewing's past career and personal experiences (i.e., writing a novel of her own!) led her to create a company for artists and creators that is solving the problem of book discovery.