After racking up thousands of dollars in fines, Chicago roommates Mark Lawrence and Jeremy Smith figured there had to be an easier way to park. So in 2011, they launched SpotHero as a peer-to-peer service, where people who lived near Wrigley Field might rent out their driveway on a game night. But that strategy wasn’t scalable, so SpotHero soon partnered with garages to sell excess inventory. Over the years, the startup faced intense pressure from investors to expand quickly and copy whate...
Mar 10, 2025•1 hr 8 min•Ep 711•Transcript available on Metacast Zumba co-founder and CEO Alberto Perlman joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Alberto’s take on the value of partnerships for growing brands — and why entrepreneurs should say ‘yes’ more often. First we meet Stefanie in Michigan, who’s looking for the smartest route to raise capital for her non-slip workout shoes. Then Jack in New Hampshire, who wants to broaden the appeal of his protein powders for sensitive stomachs. And Peter in Colo...
Mar 06, 2025•49 min•Ep 710•Transcript available on Metacast During its formative years in the late 1990's, Paypal attracted an extraordinary group of young entrepreneurs, who then went on to build some of the best known companies in tech. They became known as The PayPal Mafia—and Max Levchin was one of the leaders. A computer genius from Soviet Ukraine, Max joined Peter Thiel, Elon Musk, Reid Hoffman and others as they grew PayPal into a massively successful online payment service. Along the way, they encountered almost every start-up...
Mar 03, 2025•1 hr 24 min•Ep 709•Transcript available on Metacast Herschel Supply Co. co-founder Lyndon Cormack joins Guy on the Advice Line, where they answer questions from three early-stage founders about leveraging brand stories to reach new customers. Today we meet Lauren in Michigan, a former journalist now capturing family histories in bespoke commemorative books. Then Jon in London, whose creation might be a solution for the pile of clothes on your chair. And Virginia in Alaska, who designed a bra that stays comfortable through a 12-hour nursing shift—...
Feb 27, 2025•46 min•Ep 708•Transcript available on Metacast Monica Lewinsky has been a major reference in pop culture since she was 24 years old when a scandal made her a household name overnight. Since then, she’s fought to redefine her reputation - and now, she's ready to encourage others to take back their power, too. On her new podcast "Reclaiming with Monica Lewinsky," Monica leads honest and wide-ranging conversations about what it means to write your own narrative. Each week, guests share how they've rediscovered purpose, rebuilt relationships, an...
Feb 24, 2025•7 min•Transcript available on Metacast When Barry Turner co-founded Lenny & Larry’s, the idea of selling a protein-packed breakfast muffin was practically unheard of: it was the early 1990’s, and protein-fortified food was not yet a thing. But when Barry was sidelined from a promising gig as an American Gladiator , he and his bodybuilding buddy Benny Graham decided to infuse baked goods with protein powder and sell them around L.A. Soon they were selling brownies, cookies, and cinnamon rolls, but mostly anonymously, as a white la...
Feb 24, 2025•1 hr 5 min•Ep 707•Transcript available on Metacast Parachute Home founder Ariel Kaye joins Guy on the Advice Line, where they answer questions from three founders on being mindful and strategic in their next expansion steps . Today, we meet Daen, an entrepreneur in Australia considering investment for his line of men’s grooming products after ten years of self-funding. Then Deanna, a former educator in New Jersey seeking new press for the emotional health tool she designed for children. And Meaghan, a Florida-based hard seltzer maker tryin...
Feb 20, 2025•51 min•Ep 706•Transcript available on Metacast Mrs. Meyer’s is a hugely successful line of soaps and cleansers named for a real Mrs. Meyer: a no-nonsense Iowa homemaker who raised nine kids, including the brand’s founder. When Monica Nassif started Mrs. Meyer’s, she’d already launched an upscale cleaning brand, but it was too pricey for the mass market. Worried that another company might muscle into her lane, Monica decided to knock herself off: she launched Mrs. Meyer’s with an elegant design and exotic fragrances– but at a price ...
Feb 17, 2025•1 hr 21 min•Ep 705•Transcript available on Metacast Dutch Bros co-founder and former CEO Travis Boersma joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Travis reflects on the baby steps that scaled his initial espresso cart into a 900+ location national business. First we meet Sean in Atlanta, who’s trying to reach new customers for his Korean fried chicken as delivery apps cut into margins. Then Trenton in Central Pennsylvania, who’s considering whether to grow his coffee roastery through DTC or w...
Feb 13, 2025•45 min•Ep 704•Transcript available on Metacast When Michelle Wahler and Jodi Guber Brufsky set out to launch a yoga wear brand in 2005, they had no idea that it would eventually be acquired—for hundreds of millions of dollars—by one of the most iconic apparel brands in the world. But it took years for Beyond Yoga to get to that point. It grew slowly by partnering with yoga studios and mom-and-pop boutiques, and apart from some initial seed money, it never took on any outside investment. With an obsessive focus on soft fabrics, inclusiv...
Feb 10, 2025•57 min•Ep 703•Transcript available on Metacast Tatcha co-founder and former CEO Vicky Tsai joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Vicky explains her decision to briefly step back into, and then out of again, the CEO role. First we meet Jessica in Newport Beach, who’s wondering how to increase brand awareness for her handcrafted fine jewelry. Then Brittany in New York City, who’s looking to prioritize sales channels for her growing fem care brand. And Devon in Cleveland, who wants to g...
Feb 06, 2025•49 min•Ep 702•Transcript available on Metacast Sam and Mariah Calagione started dating in high school, and have been on a wild ride ever since. Their biggest, craziest adventure? Founding Dogfish Head Brewery and forever changing the landscape of American craft beer. From the moment Sam started home-brewing in his NYC apartment, he infused his beer with unusual ingredients like cherries, maple syrup, roasted chicory, and licorice. When he and Mariah officially launched Dogfish Head in 1995, it was the smallest brewery in America’s smallest s...
Feb 03, 2025•1 hr 20 min•Ep 701•Transcript available on Metacast Airbnb co-founder Joe Gebbia joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Joe shares an update on his latest entrepreneurial adventure: Samara. Today we meet Marina in Texas, who’s wondering if her language-teaching singing books need to be on Amazon. Then Ray in California, who’s seeking fundraising guidance for his self-distributed Mexican-style beer brand. And Jael in South Dakota, who’s navigating her women’s collegiate sports apparel brand...
Jan 30, 2025•52 min•Ep 700•Transcript available on Metacast If you’ve ever bought sports merch or bet on a big-league game, you’ve likely spent money on Fanatics. It’s a massive one-stop-shop for sports, founded by a guy who could barely read growing up. What Michael Rubin did know was how to spin a deal: by 15, he was making thousands of dollars trading in closeout sporting goods, and by his early 20’s, he was CEO of a public company. Since 2011, when he acquired Fanatics, Michael has focused his relentless energy into building his $25 billion sports br...
Jan 27, 2025•57 min•Ep 699•Transcript available on Metacast Simple Mills founder Katlin Smith joins Guy on the Advice Line to answer questions from three founders about knowing how, when, and where to go “all-in.” First, we meet Scott in Minnesota, who’s looking to revive his beer grain pretzel concept in a more manufacturer-friendly way. Then Tim from Kentucky, who wants to grow his hot sauce side hustle into a full-time, family-providing business. And then Marissa in New York, whose silicon pet products may be useful for more than just your pups. Thank...
Jan 23, 2025•50 min•Ep 698•Transcript available on Metacast When Ben Leventhal first started blogging about New York City’s restaurant scene in the early 2000s, he was doing it as a hobby. But as the website Eater gained weight and spread to other cities, it became a snarkily influential voice in the dining world. Recognizing that many restaurants struggle to survive, Ben then co-founded Resy, a booking app that squeezed more value into seats by charging diners higher rates for a hot table. When this business model flopped, Resy made a rapid pivot that e...
Jan 20, 2025•56 min•Ep 697•Transcript available on Metacast Patreon co-founder and CEO Jack Conte joins Guy on the Advice Line, where they answer questions from three early-stage founders about marketing and building community. First we meet Zac from Indiana, who’s looking to grow his coffee company with a subscription offering for newlyweds. Then Rowena from New York, who wants to expand her international cooking kits for kids to all ages. And Melissa from Florida, who’s hoping to break into schools with her handwriting program for preschoolers. Thank y...
Jan 16, 2025•52 min•Ep 696•Transcript available on Metacast David Heath and Randy Goldberg saw an opportunity to disrupt a long dormant—and arguably boring sector...socks. They met at a startup in their 20s, each already had their own side hustles before they hatched a plan to launch a business together. Randy and David didn’t initially intend to get into the sock business, but in 2011, David read that socks are the most requested clothing item at homeless shelters. That led them to start a company they called Bombas based on a promise: for each pair of ...
Jan 13, 2025•1 hr 22 min•Ep 695•Transcript available on Metacast LÄRABAR founder Lara Merriken joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Lara discusses her latest venture: a coaching service for entrepreneurs. First we meet Alison in Denver, who’s hoping to maintain her body care brand’s edge and authenticity as it expands to new retailers. Then Mariano in Miami, who’s wondering how to market his caffeinated gum to corporate buyers. And Lauretta on Long Island, a one-woman-show who’s looking to fundraise ...
Jan 09, 2025•51 min•Ep 694•Transcript available on Metacast By his early 20s, Todd Graves knew exactly what he wanted to do—open a restaurant near Louisiana State University that would make four things better than anyone else: chicken fingers, crinkle-cut fries, Texas toast, and coleslaw. After he and his partner Craig Silvey got rejected from every bank in Baton Rouge, Todd set out to fund his dream by working two treacherous jobs; first at an oil refinery and then on an Alaskan fishing boat. With roughly $150,000, he remodeled an old bike shop and open...
Jan 06, 2025•1 hr 22 min•Ep 693•Transcript available on Metacast CAVA co-founder and CEO Brett Schulman joins Guy on the Advice Line, where they answer questions from three early-stage founders experiencing growing pains as they scale their companies. Today we meet Devin, who’s navigating imposter syndrome as his spiked root beer gets picked up by stores across Texas. Then Sophia, a Los Angeles mom exploring new sales channels for the accessories she designed to support children’s allergy needs. And Sean, who’s weighing whether outside investment is the...
Jan 02, 2025•50 min•Ep 692•Transcript available on Metacast The company behind the blockbuster acne fighter, Mighty Patch, was launched in 2017 with a single product sold exclusively on Amazon. It was inspired by similar patches Ju Rhyu had seen while living in Korea. Ju struggled with breakouts herself, and when she tried a patch and saw how well they worked, she was inspired to tailor a patch for the U.S. market. So, while the product wasn’t new, Ju recognized a niche to be filled. Over the next five years, Ju and her co-founders—brothers Dwight and An...
Dec 30, 2024•1 hr 14 min•Ep 691•Transcript available on Metacast Serial entrepreneur and U.S. National Bobsled Team qualifier Marc Lore joins Guy on the Advice Line, where they answer questions from three early stage founders. Marc also discusses his latest venture - Wonder - and its recent shift away from food prep and delivery vans; plus, what founders should consider when making their own strategic pivots. First we meet Ben in Oregon, who’s wondering if his chocolate factory should double down on an experiential offering in light of increased cocoa p...
Dec 26, 2024•47 min•Ep 690•Transcript available on Metacast When Kip Tindell co-founded The Container Store in 1978, people laughed at him for wanting to sell empty boxes. But Kip and his partners had identified a clear problem—the tyranny of household clutter—and a new category of solutions: metal crates, stackable wicker baskets, sleek lucite canisters. The Container Store’s promise of affordable organization made it an instant hit, and Kip’s wife Sharon soon joined the partnership. Decades later, as online shopping took off, the business faltered; and...
Dec 23, 2024•1 hr 3 min•Ep 689•Transcript available on Metacast AOL co-founder and former CEO Steve Case joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Steve reflects on the challenges and opportunities facing today’s nascent tech companies. First we meet Silvia in San Francisco, who’s wondering how to engage more men with her homelife management app. Then Mindy in St. Louis, who’s considering new models for her online concierge for college students. And Jason in Las Vegas, who wants to convert a key demograp...
Dec 19, 2024•45 min•Ep 688•Transcript available on Metacast No athlete wishes for an injury, but when Kurt Ainsworth’s bad shoulder derailed his professional pitching career, it created a big opportunity. Kurt and two partners started a wooden bat company in his backyard, bringing their intimate knowledge of baseball to every bat they sold. Soon, big-name players like Sammy Sosa were swinging them, but Kurt knew they had to expand to aluminum bats to reach the wider field of non-professional players. The company faced a near death experience when the NCA...
Dec 16, 2024•1 hr 11 min•Ep 687•Transcript available on Metacast Jane Wurwand, co-founder of the global skincare brand Dermalogica, joins Guy on the Advice Line, where they answer questions from three early stage founders. Plus, Jane shares her philosophy on the importance of customer education for building a trusted brand. First we meet Camille in Virginia, who’s wondering how to scale her vegan baby food company without compromising on quality. Then Molly in Maine, who’s trying to build a community of new parents for her baby-friendly workout cla...
Dec 12, 2024•52 min•Ep 686•Transcript available on Metacast When Norma Kamali studied fashion illustration in the 1960s, she never expected to become a designer. So when a job as an airline clerk came along, she was glad to accept it—along with the perk of dirt-cheap flights from New York to London. On those weekend trips abroad, she discovered fashion that was exuberant and eye-catching, so she started loading her suitcase with clothing to sell in the U.S. By the 1970s, she was designing her own pieces out of a shop in New York; soon she was selling the...
Dec 09, 2024•1 hr 29 min•Ep 685•Transcript available on Metacast Clif Bar founder Gary Erickson joins Guy on the Advice Line, where they answer questions from three early-stage founders about expanding their customer base. Today we meet James, who recycles water bottles into one of the most sustainable plastics on the market. Then Valerie, a leathercrafter with a co-op of artisans born from a strike against Etsy. And finally, Elsie, who accidentally invented a pet hair remover while cleaning her dog’s muddy pawprints. If you’d like to be featured on a future ...
Dec 05, 2024•58 min•Ep 684•Transcript available on Metacast As Texas A&M students in the mid 2000's, Cory Cotton, Tyler Toney and their housemates spent countless hours playing hockey in the living room and attempting trick shots in the backyard. A spontaneous bet over a sandwich led the guys to make a video montage of outrageous basketball shots, which they titled Dude Perfect and posted on a new site called YouTube. After that first video wound up on Good Morning America, the five Dudes challenged themselves to even more outrageous stunts: an impos...
Dec 02, 2024•1 hr 29 min•Ep 683•Transcript available on Metacast 
