S2 Ep.7 Alexa von Tobel: Becoming Financially Fearless
Alexa von Tobel dropped out of Harvard Business School in 2008 to start LearnVest, the online financial planning service designed for the average American that sold in 2015 to Northwestern Mutual. Today, she is the founder and managing partner of Inspired Capital and the New York Times -Bestselling Author of "Financially Fearless" and "Financially Forward." Alexa caught up with Alli and Michael to break down her entrepreneurial journey and the latest trends in venture capital and financial technology. Keep up with Alexa von Tobel at ! ᐧ
S2 Ep. 6 Sarah Gibson Tuttle: Upending The Manicure Industry
Inspired by a lightbulb moment to create "the Drybar for nails," Sarah Gibson Tuttle ditched her NYC finance career to take a risk and open Olive & June, the Instagram-perfect nail salon. Now, after opening three shops, her focus is on democratizing nail-care with Olive & June's line of at-home manicure products. Sarah sat down with Michael and her BFF Alli to relive her early days with one salon and zero business plan, how she and Alli came to work together, and why Olive & June's is tackling the national at-home market. Keep up with Sarah Gibson Tuttle at !
S2 Ep. 6 Anine Bing: Influencer-Turned-Designer
Anine Bing has become the go-to designer for models and actresses off-duty since leveraging her social media platform into a namesake label in 2012. Like all great founder stories, the Danish-born model and former rock 'n' roll singer launched her online fashion line from the garage of her Los Angeles home. Now, she's expanding to children's wear and opening brick-and-mortar stores across the U.S., U.K, and Europe. Anine sat down with Alli and Michael to talk about the origins of her laidback Scandinavian style, the growing pains of building a business with your spouse, and how she turned Insta-fame into a global brand. For more in the know with ! ᐧ
S2 Ep. 5 Brooklyn Decker: Rethinking Retail, Tech, and Your Closet
Brooklyn Decker has made a name for herself on the pages of Sports Illustrated and Netflix's "Grace and Frankie," but now her mission as a tech co-founder is to help women digitize and simplify their closets. She sat down with Alli and Michael to talk about Finery—a virtual closet that generates outfits, styling inspo, and sale alerts— and how the app is saving users time and money with items they already own. Learn more at
S2 Ep. 4 How Pocket.watch Is Changing Kids' Content with Chris Williams
Chris Williams is the founder and CEO of Pocket.watch, a digital-first studio that creates global franchises from the YouTube stars and characters loved by Generation Alpha (kids born in 2011-2025). Chris stops by the studio to talk to Alli and Michael about "kidfluencers," monetizing an online audience, and the future of kids' entertainment. Launched in 2017, Pocket.watch has raised $21 million in funding to develop and launch children’s media brands and spin-off content into books, merchandise, live events and shows for streaming services like Hulu and Amazon. Learn more about Pocket.watch at !