How I Built This with Guy Raz

Squarespace founder Anthony Casalena joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Anthony shares how Squarespace is leveraging AI to help people bolster their sites and digital presence more effectively.First we meet Bob in Connecticut, who’s wondering how to pump up awareness for his custom-made mattresses. Then Stacy in California asks how her new first aid products can stand out in a category dominated by legacy brands. And Mehek in New York strategizes about how to best launch a new digital companion she’s building: an app that supports people recovering from eating disorders.Thank you to the founders of Custom Sleep Technology, All Better Co., and Kahani for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Squarespace’s founding story as told by Anthony on the show in 2019. This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was James Willetts.You can follow HIBT on X & Instagram and sign up for Guy’s free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 20 November 2025

At 19, Ben Francis was lifting weights during the day and delivering pizza at night. He didn’t have money. He didn’t have fashion experience. He didn’t even know how to sew. What he did have was a front-row seat… to a new online trend. Before Instagram and influencers became a strategy, a handful of YouTubers were redefining gym culture — building identity and community online. With his gymwear brand Gymshark, Ben didn’t try to compete with Nike. He didn’t try to buy ads. He did something much more powerful: He built relationships. He sent free T-shirts to the Youtubers he admired. He learned what gym-goers actually wanted to wear: tapered tracksuits, and shirts that emphasized their muscles.Today, Gymshark is valued at more than a billion dollars, and Ben is the youngest billionaire in the UK. But his story is not just about business. It’s about identity, discipline, humility—and learning to grow as fast as you can learn.  What You’ll Learn: How to build a brand by building community first How to hire smart people without losing control of your companyAvoiding imposter syndrome by creating your own apprenticeship program How to get stronger by staying in your lane  Timestamps: 06:15 - The IT education that changed Ben’s life17:48 - Gymshark’s first sale: a £2 profit that had him dancing in his bedroom20:06 - Early apparel—Screen-printing T shirts, a single sewing machine 23:50 - How YouTube bodybuilders became their best marketers 40:48 - How Ben hired his own boss–and what he learned from him47:44 - Expanding to the US: a bone-chilling trip to Ohio  50:35 - The bodybuilder’s aesthetic: big shoulders, narrow waist53:58 - The painful breakup between Ben and his co-founder 1:04:49 - Why he earned the nickname “Hurricane Ben.” 1:12:30 - A legacy company: Resisting the urge to grow beyond the gym 1:19:19 - Small Business Spotlight  This episode was produced by J.C. Howard, with music by Ramtin Arablouei.Edited by Neva Grant, with research help from Alex Cheng. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Published: 17 November 2025

Chet Pipkin, former CEO and founder of the electronic goods company Belkin International, joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Chet and Guy drill into why solving problems for consumers is the key to success.First, we hear from Daniel in Toronto, who’s wondering how to educate customers about his company’s plastic-free, dissolvable shampoo and conditioner tablets. Then Meredith in Long Island asks how to manage inventory for her booming backpack organizer business that keeps selling out to female athletes. And Ryan in San Diego asks for strategies to grow the B2B side of his therapeutic massage tool company.Thank you to the founders of EarthSuds, Sideline Bags and Rolflex for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Belkin International’s founding story as told by Chet on the show in 2019.This episode was produced by Katherine Sypher with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Published: 13 November 2025

In his 20’s, working an office job he hated, Tom woke up in the middle of the night with a wild idea: why not take people on bike trips? No playbook. No investors. Just a sense that he could make a living doing what he loved. His first trip? Four guests riding through Death Valley, pitching their own tents. From there, Backroads scaled to hotels, while weathering a bike burglary, a van rollover in the desert, 9/11, the Great Recession, and a pandemic that brought tourism to a halt. Today, Backroads runs 5,000+ trips a year in 60+ countries.This is a masterclass in savvy cash flow, scrupulous quality control, and dogged iteration. If you care about travel, brand, or building a services business at scale—listen to this.What you’ll learn:How a 5,000 mile solo bike trip laid the groundwork for Backroads The first guided trip in Death Valley: four people, high winds, 50 miles/day How to get your stolen bikes back: confront the thief yourself The “collect early, pay late” flywheel that powered growth without investorsHow Backroads survived 9/11, 2008, and COVID—and what changed after each shockAvoiding the Instagram trap and delivering peak, uncrowded experiences TImestamps:7:24 – Tom’s epiphany and the eight pages of notes that started Backroads10:15 – From cubicle to road bike: the solo trip that shaped the company’s DNA12:46 – Trip #1: Making mistakes in Death Valley—and learning fast24:47 – Tom’s DIY recovery operation after a warehouse burglary29:21 – Cash without capital: spend your deposits, pay hotels later 30:55 – The Nevada rollover: walking out of the ER…and running the next trips40:06 – Recovering after 9/11 and the financial crisis—and rebuilding the company’s value prop45:46 – Post-COVID surge, and avoiding the tyranny of the travel selfie  This episode was produced by Casey Herman with music by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineers were Patrick Murray and Jimmy Keeley. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 10 November 2025

Tariq Farid the founder of Edible Arrangements joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Tariq updates Guy on how he’s pivoting into a new industry while ushering in the next generation of leadership at the company. First, we hear from Jake in Virginia who’s wondering how he can make his Filipino-inspired banana ketchup mainstream in America. Then, Heather in Sweden wants to know if she should change the name of her luxury polar voyage company to distance themselves from cruises. And, Ryan in Texas wants to know how he can bump up his revenue without losing his company’s highly personalized customer service. Thank you to the founders of Fila Manila, Minimal Impact Cruises, and Kong Screen Printing for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Edible Arrangement’s founding story as told by Tariq on the show in 2017.This episode was produced by Rommel Wood with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Robert Rodriguez. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-infoSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 6 November 2025

In 2010, software engineer Natalie Gordon was pregnant– and fed up with the overwhelming baby aisles in big box stores.  So she quit her computer job to code the registry she wished existed. No pink-and-blue giraffes. No allegiance to a single store. Just a universal list that let friends give the real help that new parents need—from strollers to diaper services to dog-walking.Natalie coded the first lines of Babylist during her son’s nap time. She managed customer support, pitched bloggers from coffee shops, and learned growth the hard way—first through affiliates, then with a pivotal Pinterest bet, and finally by taking on her own inventory (and all the headaches that come with it). Along the way she wrestled with hiring, firing, fundraising, and the identity shift from founder to CEO. Today, Babylist is one of the most trusted parenting platforms in the U.S., with a retail arm, editorial content, and a program for providing breast pumps. This is a masterclass in living a problem–and building a solution. You’ll learn:How to spot a customer pain point and design an MVP around itThe power of slow viralityHow to use a small seed round without losing controlThe painful path from affiliate revenue to first-party e-commerceStumbles with hiring – and firing– as a first-time CEOHow paid growth works on visual platforms like PinterestHow “controlling your destiny” justifies a hard shift in business modelHow coaching and feedback helps you evolve from founder to leader Timestamps:05:32 - Learning to solve hard problems at Amazon -08:28 - Sabbatical in Latin America: Natalie’s first (failed) business and what it taught her17:50 - A meltdown in a superstore → the Babylist “aha” moment19:40 - Designing a universal registry, dog-walking included24:42 - Blitzing the mommy blogs, a  “pregnant hacker” post on Hacker News30:01 - Why $140/month revenue felt like a victory39:18 - Going solo at an Accelerator, and the agony of early hiring and firing49:29 - From “slowly viral” to real scale, and how Pinterest helped58:09 - Affiliate links to in-house inventory → piles of bassinets in the office 1:01:57 - COVID’s unexpected windfall,  the health wedge (breast pumps & beyond) This episode was produced by Kerry Thompson with music by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineers were Patrick Murray and Jimmy Keeley. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_raz X → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 3 November 2025

Wayfair co-founder Niraj Shah joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs about how to bet on themselves – and define themselves to consumers. Plus, Niraj explains why Wayfair is expanding into large-format brick-and-mortar stores.First up, Valerie in Washington, D.C., is looking for a better way to educate consumers about her dehydrated chicken stock. Then, Bree in Utah wants to know when to seek investment in her improved mineral sunscreen brand. And finally, Tess in San Antonio is wondering if she should quit her day job and go all-in on her networking and accommodation app for solo women travelers. Thank you to the founders of Cookstix, Daily Shade, and HerHouse for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to go back and listen to Niraj’s original episode from 2018, where he shares how he and his college roommate Steve Conine turned 250 single-product websites into one giant billion-dollar brand. This episode was produced by Alex Cheng with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo.You can follow HIBT on Twitter & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 30 October 2025

A century ago, Jeff Braverman’s grandfather opened a peanut shop in Newark, New Jersey. By the early 2000s, the family business was doing $1M in sales and struggling to stay afloat. Jeff had a high-paying job in finance, but walked away from it to reinvent the business. His strategy? The internet. Something his dad and uncle knew nothing about.What happened next is wild: an AdWords experiment that blew the doors off the budding online business; a slip on national TV where Rachael Ray accidentally renamed the company; 40,000 pounds of protest peanuts that crashed servers and landed them in the New York Times; a hilariously polarizing rap jingle; and a COVID surge that tested leadership—and humanity—every single day.This is the blueprint for transforming a dusty, low-margin business into a profitable, $100M+ direct-to-consumer brand—while keeping it family-owned. It’s also a masterclass in earning trust, making risky bets, and scaling without losing your soul. You’ll learn:The mechanics of a paid-search playbook that 10x’d orders overnightHow to win over skeptical family members (and when to demand the keys to the store)The exploding-deal etiquette of buying a premium domainHow an improvised rap-jingle can be stickier than a professional ad  How Nuts.com built a robust B2B business alongside DTCCrisis leadership lessons from the COVID floor When and how a leader should hire their replacement Timestamps:00:07:08 — Cash registers, code words, and a Newark childhood inside the peanut shop00:13:42 — The “build a website” pitch at a Jersey diner 00:29:40 — December 4, 2003: from 3 orders/day to 30 00:31:19 — Dad panics –”shut it off!”– Jeff doubles down on demand and ops00:35:26 — Losing the storefront to a hockey arena—and going all-in online00:42:29 — Jericho fans send 40,000 lbs of peanuts to CBS: press, links, and leverage00:48:38 — Rachael Ray calls them “Nuts.com” by accident… and the $700k domain deal that followed01:00:51 — The notorious Nuts.com rap jingle: how an earworm took hold01:03:11 — Offices, microbreweries, and building a sticky B2B engine01:05:08 — COVID hits: 70% call-outs, factory safety, and leading from the floor01:10:18 — Handing the reins to a new CEO: leaning into strengths, not ego This episode was produced by Sam Paulson with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Olivia Rockman. Our engineers were Patrick Murray and Jimmy Keeley. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 27 October 2025

Lyft co-founder John Zimmer joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, John talks about his recent decision to step away from the company he founded in 2012. First, Alan from England asks about the best strategy for expanding his patented shower innovation to the U.S. Then, Teri from California looks for advice on raising money because her weighted “rucking” vest for women keeps selling out. And finally, Kobi from New York wants to know how to prioritize work-life balance while growing his craft chocolate company.  Thank you to the founders of ShowerSpaah, RUKSTR, and slowcocoa for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298. And be sure to listen to Lyft’s founding story as told by John on the show in 2017.  This episode was produced by Chris Maccini with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was James Willetts. You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 23 October 2025

What happens when a charismatic home renovator marries a budding design whiz? You get the billion-dollar powerhouse that is Chip and Joanna Gaines.The Gaines’ TV show Fixer Upper became a cultural obsession, turning shiplap and farmhouse sinks into a lifestyle movement that swept America.When they walked away from that show at peak popularity, everyone thought they were crazy. Instead, they turned their business Magnolia into a thriving lifestyle brand, which includes a network, retail, restaurants, books, and a magazine. The Silos, their Waco headquarters, became an unlikely tourist destination, drawing millions.Chip and Joanna proved that faith, small-town values and authentic storytelling could compete with coastal glitz. And they did it all while raising five kids.   You’ll learn:What Chip and Joanna saw in each other—as business and life partners.How a miserable semester in New York sparked the idea for Joanna’s first store.How the Gaines’ almost went bankrupt after the 2008 housing crash—and refused to quit. Why walking away from their TV show turned out to be a brilliant move.Why faith is as important as luck.Why betting on your hometown can be a superpower. Time Stamps:3:30 Chip’s failed dream of becoming a pro baseball player—and the unexpected path that followed.8:20 How running a laundry in college taught Chip the economics of entrepreneurship.14:35 Joanna’s Korean-American childhood, identity struggles, and how a toxic newsroom internship changed the course of her life.24:10 The day Chip walked into her dad’s tire shop—and never left.35:10 How Joanna’s first $25 “sale” encouraged her to open the first Magnolia store.45:15 The housing crash that nearly ended their renovation business—and how they scraped their way back.55:15 The moment HGTV called—and why Chip thought it was a scam.1:09:10 How saying “no” to Fixer Upper opened the door to owning their own network—and their future. 1:13:09 The cultural backlash and the lessons that came with becoming America’s most famous fixer-uppers. This episode was produced by Katherine Sypher with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Chris Maccini. Our engineers were Patrick Murray and Kwesi Lee. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 20 October 2025

Stacy’s Pita Chips co-founder Stacy Madison joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Stacy talks about her hard-won experience of knowing when to stick with an idea… and when to walk away.First up, Sam wants to figure out how to leverage his popular pizza instagram account into the go-to place for men to learn how to bake. Then, Alex wants to know how to make his Peruvian pisco brand stand out in a relatively unknown liquor category. And finally, Stephanie is eager to learn how she can rejuvenate what had been her family’s 88-year-old candy business. Thank you to the founders of Dough Guy, SUYO, and Stuckey’s for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to go back and listen to Stacy’s episode from 2019 where she shares how a decision to make chips with the leftover pita from her sandwich cart led to a multi-million dollar snack category that didn’t exist before her. This episode was produced by Rommel Wood with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Robert Rodriguez. You can follow HIBT on Twitter & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 16 October 2025

When identical twins Mike and Alex Faherty launched their clothing brand, they made a daring move– launching wholesale, retail, and online, pretty much at the same time.  Investors said it was outdated, maybe even doomed.But that contrarian bet helped grow Faherty into a hugely popular brand, built on family, ingenuity, and obsession with detail.The two brothers spent 12 years preparing for launch—Mike at Ralph Lauren learning the craft of fashion, Alex in finance learning the mechanics of business. In the early days they traveled the country in a beach house on wheels, pulling over on the PCH to sell bathing suits and board shorts. Mike’s designs—surf culture meets big-city chic—took hold online, in department stores, and even swanky boutiques in Japan, giving Faherty the momentum it needed to eventually grew to $250 million in sales. What You’ll Learn:Why the “all channels” strategy (wholesale + retail + online) can actually be a competitive advantage.The power of 12 years of preparation prior to launch.How to leverage factory relationships and suppliers as true partners.Why old-school, in-person sales can be a killer marketing tool How family, trust, and resilience became a core advantage of the Faherty brand. Timestamps:(05:41) Mike discovers Bergdorf’s, cashmere, and fashion inspiration as a teenager in NYC(08:19) Mike gets grief from his basketball teammates for studying fashion at Wash U(13:38) Mike lands a job at Ralph Lauren to learn fashion from the inside(21:28) The moment Alex’s mentor tells him that starting a clothing brand is “the dumbest idea I’ve ever heard”(31:41) The brothers launch Faherty online from a borrowed apartment in Puerto Rico(35:00) Roaming the country in a mobile beach house that doubles as their first store(41:34) Early wins with specialty shops(59:14) The brand nearly runs out of money and gets rescued by a man from Nantucket (1:07:14) A Covid-era gamble that pays off in massive growth (1:15:04) How the identical-twin bond became a superpower for the brand Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 13 October 2025

Dollar Shave Club founder Michael Dubin joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, Michael shares his latest career pivot into the screenwriting world.First, Benita from New Jersey asks how to create a “guerilla-style” marketing campaign to introduce customers to her specialty Syrian Cheese. Then, Brandon from California wonders how he can encourage his mobile mini golf employees to become more emotionally invested in his business. And finally, Bria from Kansas wants to know the best way to scale her custom wildland firefighter uniforms. Thank you to the founders of Kasbo’s Middle Eastern Kitchen, Parrs Mobile Mini Golf, and Incidental Wildland for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Dollar Shave Club’s founding story as told by Michael on the show in 2018. This episode was produced by Noor Gill with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo.You can follow HIBT on Twitter & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 9 October 2025

What if the best startup isn’t sexy at all? In 2013, Vijen Patel left private equity to pursue “the least-worst idea”: dry cleaning. No patents. No app wizardry. Just laundry lockers in high-rises, ruthless unit economics, and a $1.99-a-shirt price that was seared into America’s brain.From bootstrapping routes at 5 a.m. to breaking even in 6 weeks, Vijen and co-founder Drew McKenna scaled Pressbox to hundreds of locations, stared down well-funded competitors, and ultimately sold to Procter & Gamble, where Pressbox became Tide Cleaners (now ~1,200 locations). After the exit, Vijen launched The 81 Collection, a VC fund backing “boring” businesses that quietly power the economy.This episode is a masterclass in building profit first, creating user behavior (not changing it), and protecting customer retention like your life depends on it. What you’ll learn:How the “least-worst idea” found product-market fitHow sidestepping rent + labor can flip margins from 15% to ~40%The efficiency insight that beat “Uber-for-X” rivalsThe new-residence edge: creating customer habits with a welcome-kitWhy Pressbox had to set crazy-high retention goals (98%!)How to keep competitors close—and turn a Goliath into your buyerThe post-exit premise: “boring” businesses are engines of the middle class Timestamps:Choosing dry cleaning with a private equity lens: don’t do it for passion–focus on practicality — 00:09:30The SMS “app”: low tech, high convenience — 00:14:14Unit economics breakthrough: lockers (26 transactions per hr) versus scheduled pickup (4-6) — 00:18:55The $1.99 insight: a price everyone expected — 00:24:58How getting into Chicago’s top high-rise was a game-changer — 00:31:11Margins that work: if you’re a high-rise “amenity,” you don’t pay rent — 00:33:08Competing with Washio: convenience wins — 00:39:07Vertical integration: building the plant, staffing via Spanish newspapers — 00:41:48P&G looms: head-to-head, then the acquisition dance — 00:51:25Burnout, trade-offs, and life after exit: launching a VC fund that specializes in boring businesses — 01:03:28 This episode was produced by Alex Cheng with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Olivia Rockeman. Our engineers were Patrick Murray and Maggie Luthar. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razYoutube → guy_razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 6 October 2025

Tony Xu, founder of DoorDash, joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Tony updates Guy on his latest ventures: expanding into grocery and retail delivery - and taking on international markets.First, we hear from Ron in Portland, who’s wondering about the right time to expand his product line - from kitchen knives to cutting boards.Then Kathryn in Raleigh, North Carolina asks if it’s time to raise outside money to expand her line of date sweetened dark Chocolate bars. Finally, Yori in Stanford, Connecticut - wants to know the best way to educate customers about the benefits of buying grass raised beef. Thanks to the founders of Steelport Knife Company, Spring and Mulberry and Route 22 Meats for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Doordash’s founding story, as told by Tony on the show in 2018.This episode was produced by Kerry Thompson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 2 October 2025

What if the founder of one of the internet’s most enduring brands… never wanted to run a company?In 1995, Craig Newmark was a 42-year-old computer programmer in San Francisco who simply wanted to share local tech meetups with friends. He started an email list that became Craigslist—a website that reshaped how we find jobs, apartments, and community.In this conversation, Craig opens up about how not having a grand vision (or a taste for power) led to one of the most popular platforms in the world. With fewer than 50 employees, Craigslist still generates hundreds of millions in revenue—while looking like a website frozen in 1996.This is the story of an “accidental entrepreneur” who built a global brand by being in the right place at the right time—and why he now calls himself the Forrest Gump of the Internet. In this episode, you’ll learn:Why keeping things simple is often the smartest design choice.How knowing your weaknesses can be the ultimate superpower.Why community beats marketing every time.How to monetize minimally—and still build a wildly profitable company.Why luck and timing matter more than you might think. Timestamps:07:10 Craig’s childhood struggles with social situations—and how local Holocaust survivors shaped his worldview16:15 Discovering the early internet and becoming an “evangelist” at Charles Schwab20:07 The simple email list that broke at 240 addresses—and became “Craig’s List”29:16 Why Craig refused banner ads and said no to early monetization35:00 Handing the CEO role to Jim Buckmaster—and how that decision led to Craigslist’s success49:44 eBay buys a stake in Craigslist, then launches a competitor—sparking a messy legal battle53:46 Was Craigslist really responsible for killing newspaper classifieds? Craig reveals his opinion58:08 Why Craig gave hundreds of millions of dollars to support journalism, veterans, and… pigeons1:03:10 Craig on money, meaning, and why billionaires are often miserable Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built ThisFollow Guy Raz:Instagram → @guy.razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com This episode was produced by Chris Maccini with music composed by Ramtin Arablouei.It was edited by Kevin Leahy with research by Sam Paulson. Our engineers were Patrick Murray, Maggie Luthar and Robert Rodriguez.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 29 September 2025

Randy Hetrick, former Navy SEAL and founder of the suspension training company TRX, joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Randy updates Guy on his latest venture, a mobile gym called Outfit that brings the workout to you.First, we hear from Paige in Toronto, who’s wondering how to best capitalize on a major new retail account for her caffeine-conscious energy drink company. Then Kerri in British Columbia asks how to select the right strategic investor for her Australian-style meat pie bakery chain. And Katharine in Ontario wonders whether it's best to expand or narrow the focus of her adaptive clothing brand.Thank you to the founders of Benny, Peaked Pies and Adaptt Apparel for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to TRX’s founding story as told by Randy on the show in 2017.This episode was produced by Katherine Sypher with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineers were Robert Rodriguez and Kwesi Lee.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 25 September 2025

A decade ago, Allison Ellsworth was drinking apple cider vinegar for health reasons and doctoring it with fruit so she could stand the taste. Her husband Stephen helped her turn it into a business by adding carbonation on a hacked soda line in their Dallas townhouse. They called it “Mother Beverage,” and sold out every week at the farmers market…but then heard the words no founder forgets: “Your branding is…sh*t.” What happens next is one of the wildest CPG glow-ups of the 2010s: a Shark Tank deal with brand whisperer Rohan Oza, a full rebrand to Poppi, colored cans that jumped off the shelf, a launch derailed by Covid—and finally, an explosion fueled by Amazon, TikTok, and a Super Bowl moment that planted the flag: We’re soda–and we’ve left the farmers market for good.  Five years after its rebrand,  Poppi was acquired by Pepsi for nearly $2B. This is the story of the messy bottling line, saying no to “dumb money,” baptism by Shark Tank, and building a generational brand while staying married.In this episode, you’ll learn:How rebranding can rescue a beverage, and when to avoid early eye-rolls The hit-and-miss of carbonating on a small scale (and why co-packers said no).How the risky decision to call Poppi “soda” unlocked a new retail set (functional soda).What a Shark Tank partner does during a rebrand window.How Allison seized on TikTok to spike sales during Covid  Timestamps:0:10:15 Meeting cute at a snowboard shop → engagement in 7 months 0:14:00 How apple cider vinegar helped Allison’s health…but tasted terrible (early flavor hacks) 0:22:36 DIY carbonation disasters: exploding bottles & the 40°F lesson 0:37:48 Appearing on Shark Tank while nine months pregnant and the deal with Rohan: “your branding is sh*t.”0:42:28 Selling out at the Dallas Farmers Market 0:47:02 The nail-biting rebrand from “Mother” to Poppi: colored cans vs. white, and winning the shelf 0:55:43 Expo West canceled by Covid → a massive turnaround fueled by Amazon, Shark Tank, and TikTok1:07:51 Super Bowl ad– “We’re soda!”--and the road to a ~$2B Pepsi acquisition 1:09:58 Growing a business while managing a marriage  Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built ThisFollow Guy Raz:Instagram → @guy.razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com This episode was produced by Rommel Wood with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Alex Cheng. Our engineers were Patrick Murray and Jimmy Keeley.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 22 September 2025

Bobbi Brown, founder of Bobbi Brown Cosmetics and Jones Road Beauty, joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Bobbi shares what drove her to found her new company — Jones Road — at the age of 62.First we meet Mark in Chicago, an orthopedic surgeon who’s looking to promote his cabbage-based muscle and joint rub beyond the walls of his practice. Then Abby in Dallas, who’s wondering whether her popular social media livestreams are a sustainable way to market her trendy phone cases. And Henry in Charlotte, who wants to turn his mouth rinse for coffee drinkers into a mainstream oral care brand.Thank you to the founders of Cabbage Labs, AbbyRose, and Tannin Oral Care for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Bobbi Brown Cosmetics’ founding story as told by Bobbi on the show in 2018. This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo.You can follow HIBT on X & Instagram and sign up for Guy’s free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 18 September 2025

Many of us don’t know our neighbors anymore — and Nirav Tolia wanted to change that. He walked away from millions in stock options at Yahoo and eventually co-founded Nextdoor, the hyperlocal social network where neighbors share local news and recommendations. Along the way, he learned that for a digital service, Nextdoor demanded a ton of manual work: drawing neighborhood boundaries with Sharpies, sending individual “invite” postcards by snail mail, talking to neighbors about the information they wanted. After 8 years of grind, Nirav stepped away as CEO, only to return 6 years later to spearhead an ambitious rebrand of Nextdoor, which now has 100 million users around the world.    In this episode, you’ll learn:Why Nirav walked away from millions in stock options to launch his own business How the failure of an early business helped fuel Nextdoor’s success How not having an initial vision for your brand can be a superpower.  Why apps that focus on “local” are so hard to master Why Nirav believes” local” is a massive untapped opportunity in tech. This episode was produced by Casey Herman with music by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineers were Kwesi Lee and Jimmy Keeley. Follow How I Built This:Instagram→ @howibuiltthisX → @HowIBuiltThisFacebook→ How I Built ThisFollow Guy Raz:Instagram→ @guy.razX → @guyrazSubstack→ guyraz.substack.comWebsite→ guyraz.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 15 September 2025

Priority Bicycles founder and CEO Dave Weiner joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, Dave shares his strategy for keeping sales steady and positioning Priority Bicycles for continued growth in uncertain or declining markets.  First, we meet Dave from Rhode Island who’s trying to figure out how to bring his oft-misunderstood coffee milk product to the national market. Then, Alex from Buffalo who is deliberating whether to scale her lavender farm and barn events venue or stay small, all while trying to reclaim more work-life balance. And finally, Sabrina from Boise who’s looking for creative ways to get her custom dog treats noticed by larger corporate brands and hospitality groups.  Thank you to the founders of Dave’s Coffee, Kin Loch Farmstead, and Idaho Barkery for being a part of our show.  If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298. And be sure to listen to Priority Bicycle’s founding story as told by Dave on the show in 2023.   This episode was produced by Carla Esteves with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineers were Maggie Luthar and James Willetts.  You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 11 September 2025

In the summer of 2000, Razor scooters were everywhere—on sidewalks, in schools, even in Silicon Valley offices. At the center of it all was Carlton Calvin, an ex-lawyer turned toy mogul who had already ridden—and crashed—multiple crazes, from Pogs to yo-yos.Carlton knew how to spot what kids wanted before the world caught on. But when Razor went from selling a million scooters a month to zero almost overnight, his business teetered on collapse.This is a story about timing, obsession and instinct: knowing kids would snap up Slammers with scorpions inside, seeing the potential of a sleek new scooter from Taiwan, and learning how to turn a craze into a lasting global brand.In this episode, you’ll learn:Why most “overnight successes” collapse as quickly as they riseThe power of partnerships– and trust– in scaling quicklyHow to think like your customer (in Carlton’s case, a 10-year-old boy) This episode was produced by Kerry Thompson with music by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineers were Patrick Murray and Maggie Luthar. Follow How I Built This:Instagram→ @howibuiltthisX → @HowIBuiltThisFacebook→ How I Built ThisFollow Guy Raz:Instagram→ @guy.razX → @guyrazSubstack→ guyraz.substack.comWebsite→ guyraz.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 8 September 2025

This week, Guy is joined by Lady Gaga’s former manager Troy Carter, Joe Gebbia of Airbnb, and Sadie Lincoln of barre3 in a special mashup episode of the Advice Line about playing to your business’s strengths.First, Honor from Australia wants to partner with a celebrity in a way that actually boosts her pill organizer brand. Then, Arvy from Johannesburg digs into what makes his sporting and outdoor optics company special. And finally, Genevieve from Montana discovers all the different ways her customers can help her sailing instruction business grow.Thank you to the founders of Dosey, ProltUp Optics, and Go Sail Virgin Islands and Flathead Lake for coming on the show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.This episode was produced by Noor Gill and Alex Cheng with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineers were James Willetts and Maggie Luthar.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com or on Substack. To hear our returning guests’ previous episodes:Lady Gaga & Atom Factory: Troy Carter | Advice Line with Troy CarterAirbnb: Joe Gebbia | Advice Line with Joe GebbiaBarre3: Sadie Lincoln | Advice Line with Sadie LincolnSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 4 September 2025

What does it take to turn a Brooklyn beer salesman into the king of iced tea?In the early 1990s, the iced tea market was dominated by Lipton, Nestea, and Snapple. But Don Vultaggio saw an opening. A single moment—watching Snapple cases fly off a truck in winter—sparked an idea that would change his life: why not sell tea in a tallboy can? AriZona exploded—outselling Snapple and becoming a multi-billion-dollar brand. Behind the success was struggle: Don fought to keep the company private. and faced a painful 10-year legal battle with his former friend and co-founder. In this episode, Don reveals:How he stayed independent in an industry dominated by giants. Why Snapple stumbled after being acquired—and how AriZona avoided the same fate.Why he wants AriZona to remain a multi-generational family business.Why packaging can be more powerful than advertising.How AriZona holds onto its 99c price tag Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built ThisFollow Guy Raz:Instagram → @guy.razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com This episode was produced by Rommel Wood  with music composed by Ramtin Arablouei.It was edited by Neva Grant with research help from Iman Maani.Our engineers were Maggie Luthar and Gilly Moon. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 1 September 2025

Entrepreneur, author, and podcaster Tim Ferriss joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, Tim shares the inspiration behind his latest venture, Coyote— a 10-minute card game that encourages time spent with friends and family.First, Lauryn from San Francisco asks about the best way to scale her biodegradable ear plugs in two very different directions. Then Emily from Kansas City weighs whether DTC or wholesale  is where to focus her accessory brand after Taylor Swift wore one of her rings and sales exploded. And finally, Kimberley in Woolwich, Maine wonders how to incentivize her customers to pre-order her high-quality, sustainable, clothing. Thank you to the founders of Gob, EB & Co, and K. Becker Designs for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Tim Ferriss’s founding story as told by Tim on the show in 2020.   This episode was produced by Noor Gill with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo.You can follow HIBT on Twitter & Instagram and sign up for Guy's free newsletter at guyraz.com   and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 28 August 2025

In 2001, three web designers built a quirky email tool called Mailchimp.It wasn’t their main business.It wasn’t even meant to make real money.For years, Ben Chestnut and his partners survived on web-design gigs, while Mailchimp earned just enough to cover lunch.Then…one surprising spreadsheet changed everything.In this episode, Ben reveals:The decision that tripled their revenue overnightHow a mispronunciation on the world's biggest podcast turned into a marketing masterstrokeHow a painful wake-up call about leadership reshaped the company’s culture Listen now to hear how guerrilla billboards, a monkey logo, and a string of improbable breaks built one of the most recognizable names in tech. Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built ThisFollow Guy Raz:Instagram → @guy.razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.comSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 25 August 2025

Ring founder Jamie Siminoff joins Guy on the Advice Line, where they answer questions from three founders about balancing short- and long-term goals.  Today, we meet Vico, an industrial designer in southern California who's launching a crowdfunding campaign for his patented ergonomic desk. Then Iyin, a Baltimore-based product specialist seeking to balance accessibility and profitability for her ethically-sourced chocolate brand. And Franchesca, an Atlanta area educator deliberating whether to pursue small-business certifications for her motivational classroom posters.Thank you to the founders of ErgoFlex Desk, Luji's Chocolate, and Thrive12 for being a part of a show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Ring’s founding story as told by Jamie on the show in 2020.This episode was produced by Carla Esteves with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Neal Rauch.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 21 August 2025

Amy Errett had a successful career in finance and venture capital before taking a leap into an entirely new business: hair color. When her wife complained about the indignities of coloring her hair at home, Amy realized the sector was ripe for a makeover. At age 56, she dove into the minutiae of dyes and developers, launching her own formula in 2013, and naming it after her daughter. Madison Reed’s early successes were marred by a management meltdown, when Amy had to break with three of her co-founders—an experience she describes as one of the most difficult of her life. Today Madison Reed is available in thousands of stores across the US, and runs nearly 100 of its own salons.This episode was produced by Sam Paulson with music composed by Ramtin Arablouei. It was edited by Neva Grant with research by Iman Maani. Our engineers were Patrick Murray and Kwesi Lee.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 18 August 2025

In 2021, Daniel Humm shook up the dining world by making his 3-Michelin-star restaurant, Eleven Madison Park, 100% plant-based.No meat. No butter. No cream.It was a first in fine dining, igniting global headlines, industry backlash, and endless debate.Now, in an exclusive podcast conversation with Guy Raz, Daniel shares his next bold decision—he's reintroducing animal products. Daniel shares what he learned from his years of plant-based cooking and how the experiment forever changed his creative vision.This is a story about risk, reinvention, and the relentless pursuit of excellence.In this episode:How a creative rut at the peak of his career sparked a radical transformation.The hidden economics of running a world-class restaurant without meat.The backlash—and surprising supporters—of the plant-based pivot.Why EMP will remain 90% plant-based, but welcome more people back to the table.What Daniel believes is the future of fine dining. Listen to the original 2021 HIBT episode with Daniel Humm: https://wondery.com/shows/how-i-built-this/episode/10386-eleven-madison-park-daniel-humm/  Follow How I Built This:Instagram → @howibuiltthisX → @HowIBuiltThisFacebook → How I Built This Follow Guy Raz:Instagram → @guy.razX → @guyrazSubstack → guyraz.substack.comWebsite → guyraz.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 13 August 2025

Crumbl may be a cookie business – but Jason McGowan turned it into a fast-growing restaurant chain by building it like a tech startup. He and co-founder Sawyer Hemsley meticulously A/B tested the recipe, launched a delivery app early on, and went viral with weekly drops of wild new flavors like bubblegum and Almost Everything Bagel. In just eight years, Crumbl has opened over 1,000 stores, and has dominated the cookie conversation on social media, with more TikTok followers than Starbucks, Domino’s, and Taco Bell combined.This episode was produced by Alex Cheng with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Carla Estevez. Our engineers were Patrick Murray and Jimmy Keeley.You can follow HIBT on X & Instagram, and email us at [email protected]. Sign up for Guy’s free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 11 August 2025

Chesapeake Bay Candle and Blueme founder Mei Xu joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, Mei shares the importance of businesses meeting people everywhere they shop.First, Sasha, who started a gourmet pot pie company in Brooklyn, New York, asks how to find the right co-founder who can do the things she can’t. Then, Tara from Dubai, Saudi Arabia wants to know whether to market her towel dress directly to consumers. And finally, Lindsay in Grand Rapids, Michigan needs advice on how to get her online curriculum in front of more school districts.  Thank you to the founders of Aunt Ethel’s Pot Pies, Dry Dolly, and Math Medic for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to the Chesapeake Bay Candle story as told by Mei on the show in 2017.This episode was produced by Kerry Thompson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Kwesi Lee.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 7 August 2025

Long before he became famous as the sharp-tongued TV personality who launched the careers of pop stars, Simon Cowell was a rebellious teenager who dropped out of school and started his career in the mailroom at EMI. After a failed business left him nearly bankrupt, he found success by zigging where others zagged—initially by selling hit records based on TV shows like Power Rangers and WrestleMania. Eventually Simon got behind the TV camera himself, where his brutally honest feedback on shows like American Idol and The X Factor made him a household name. Today, through his company Syco Entertainment, Simon continues to discover new talent. His latest challenge: an upcoming Netflix show where he’ll try to build a boy band from scratch.This episode was produced by Josh Lash, and edited by Neva Grant, with research by Iman Maani. Our audio engineers were Patrick Murray and Jimmy Keeley.You can follow HIBT on X and Instagram, and email us at [email protected]. Sign up for Guy's newsletter at guyraz.com or Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 4 August 2025

Isaac Larian is the founder of MGA Entertainment, the company behind Bratz and LOL Surprise dolls. This week, he joins Guy on Advice Line to answer questions from three early-stage entrepreneurs. Plus, Isaac talks about the effects of tariffs on the toy industry. First, we meet Meghan from Nashville, who finds that the customer for her educational toys may not be who she thought. Then, Libie from New York wants to grow her orthopedic cork insole business and to expand her customer base. And finally, Robin from Steamboat Springs gets advice about first impressions for her kid-exclusive outdoor apparel company.Thank you to the founders of T is for Tot, Fulton, and Town Hall Outdoor Co. for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Isaac tell the story of how MGA Entertainment was founded during his first visit to the show back in 2024. This episode was produced by J.C. Howard with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Jimmy Keeley. You can follow HIBT on Twitter & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 31 July 2025

Long before founding Torchy’s Tacos, Mike Rypka was a troubled teenager trying to outrun his own self-destruction. Growing up around addiction and falling into heavy drug use himself, Mike’s future looked bleak—until he got clean and found refuge in kitchens. Cooking gave him structure, purpose, and eventually, a career. After years working in restaurants and corporate kitchens, Mike decided to take a risk on something smaller: a food truck on a street corner in Austin. In 2006, he launched Torchy’s with nothing but a dream, a fiery logo, and a menu full of bold flavors. That humble truck became the start of something much bigger. Today, Torchy’s is a national chain with more than 130 locations and annual sales topping $300 million. And through all of it, Mike has remained sober—more than three decades and counting. This episode was produced by Carla Esteves and edited by Kevin Leahy, with research by Katherine Sypher and music by Ramtin Arablouei. Our audio engineers were Patrick Murray and Gilly Moon. You can follow HIBT on X & Instagram, and email us at [email protected]. Sign up for Guy’s newsletter at guyraz.com and on Substack. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 28 July 2025

Former manager of Lady Gaga and Atom Factory founder Troy Carter joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Troy’s advice for reaching new audiences when digital ads struggle to perform.First we meet Madelyn in Arizona, who’s trying to grow her postpartum frozen meal delivery service while preserving its focus on her local community. Then Tyler in Oregon, who wants to strengthen connections with influencers endorsing his water purification systems. And Gina in Minnesota, who’s looking to better market her matching dog and human clothing sets.Thank you to the founders of The Nest Prep, Guzzle H2O, and Good Thomas for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Atom Factory’s founding story as told by Troy on the show in 2017. This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Neal Rauch.You can follow HIBT on X & Instagram and sign up for Guy’s free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 24 July 2025

As a Harvard squash player, Will Ahmed discovered his game improved when he focused on things like sleep, diet, and time spent recovering from training. He was convinced that granular health and heart data would become invaluable to other athletes if it could be bundled into a wearable wrist strap. In 2012, Will founded WHOOP, and after three years the company launched its first model, with Lebron James and Michael Phelps as advocates. But WHOOP struggled to gain traction with mere mortals, and spent years overhauling its business model and fending off big name competitors. Eventually it became one of the most popular wearables on the market, with a valuation well above $3 billion. This episode was researched and produced by Katherine Sypher and edited by Neva Grant, with music by Ramtin Arablouei. Our engineer was Patrick Murray.You can follow HIBT on X & Instagram, and email us at [email protected]. Sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 21 July 2025

Hinge founder and CEO Justin McLeod joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, Justin describes Hinge’s new initiatives around intentional dating.First, Jessica in Toronto, Canada asks about opening new markets for her self-guided mystery road trip packages. Then Nick from Auckland, New Zealand wonders about strategies to drive word-of-mouth referrals for his designer security screen door company. And finally, Chandler from Minnesota discusses the challenge of getting his story across to customers as he sells hand-drawn posters that celebrate the history of golf and hockey.Thank you to the founders of Guess Where Trips, Framework Doors, and Archive 22 for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to the Hinge founding story as told by Justin on the show in 2021.This episode was produced by Casey Herman with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 17 July 2025

As a newly arrived immigrant from Turkey, Hamdi Ulukaya learned to be resourceful, determined, and even stubborn when he needed to be. All those traits would serve him well as he began to navigate the hairpin turns of building a yogurt business from the ground up. In 2005, Hamdi was running a small feta cheese business in upstate New York when he happened upon a piece of junk mail that would change his life: an ad for an abandoned yogurt factory...$700K, as is. He knew if he could get his hands on it, he could bring a new kind of dairy product to the U.S.—the thick, creamy yogurt he’d grown up eating in the mountains of Turkey. With the help of a local bank, Hamdi bought the factory, and sales grew so quickly that he could barely keep up. A few years later, some bad business decisions nearly pushed the company into bankruptcy, but today, Chobani is one of the most popular yogurt brands in the U.S; and Greek-style yogurt has become a staple of the dairy aisle. This episode was produced by Josh Lash with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Claire Murashima.You can follow HIBT on Twitter & Instagram, and email us at [email protected]. Sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 14 July 2025

Iconic fashion designer Norma Kamali joins Guy on the Advice Line, where they answer questions from three early stage founders. Plus, Norma shares her take on balancing a strong creative vision with the financial realities of building a worldwide brand.  First we meet Ahmed in the U.K,, who’s refining a narrative for his eyeglass store concept in hopes of attracting investors. Then Bob in Chicago, who wants to change how people view lunch with his fast casual soup restaurants. And Adreana in Sacramento, who’s wondering if outside investment is the best way to scale her inclusive activewear business.   Thank you to the founders of Cambridge Spectacle Company, Sunny Bowls and the Love Her Shop for being part of the show. If you’d like to be featured on a future Advice Line episode, leave us a one minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298. And be sure to listen to Norma Kamali’s founding story as told by Norma on the show in 2021.  This episode was produced by Kerry Thompson. It was edited by John Isabella. Our audio engineer was Neal Rauch.  You can follow HIBT on X & Instagram and sign up for Guy’s free newsletter at guyraz.com. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 10 July 2025

Rick Steves spent the summer after high school backpacking through Europe on two dollars a day—sleeping on the floor, sneaking into museums, and subsisting on a diet of bread and jam. When he came home, he found people were hungry for tips on how to visit Europe on the cheap, so he began teaching classes, and was soon hawking a self-published guidebook out of his car. Eventually, he started leading minibus tours and hosting a travel show on Public TV, steadily growing his business even though he was giving away most of his content. His no-frills approach to travel has persisted as a powerful brand, with 70 guidebooks, an ever-popular travel show, and—in 2024—an annual revenue of $120 million. This episode was produced by Rachel Faulkner-White, with music by Ramtin Arablouei.Edited by Neva Grant. You can follow HIBT on Twitter & Instagram, and email us at [email protected]. Sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 7 July 2025

Boston Beer Company founder Jim Koch joins Guy on the Advice Line, where they answer questions from three founders about finding product-market fit.Today, we meet Kim, whose tropical-inspired apparel company in Florida is venturing into the rum market. Then Llance from Washington, who is taking his tea-bag-soup-broth business national. And Ami, who wants potential customers to know that her Ontario-based electrical contracting company has some of the best service out there. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Boston Beer Company’s founding story as told by Jim on the show in 2016. This episode was produced by Chris Maccini with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Gilly Moon.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 3 July 2025

After falling in love with the gelato shops of Buenos Aires, Josh Hochschuler came home to Dallas with a bold idea: bring authentic Argentine gelato to the U.S. He raised $600,000 from friends and family and opened a gelato shop called Talenti. The product was a hit - but the retail model wasn’t. Faced with mounting losses, Josh shut down the store and moved into a warehouse to pivot to wholesale. With time, tenacity, and a now-iconic clear jar, Talenti became a national sensation, and in 2014, was acquired by Unilever. Today, it’s the best-selling gelato brand in America.This episode was produced by Casey Herman and edited by Kevin Leahy, with research by Kerry Thompson and music by Ramtin Arablouei. Our engineers were Patrick Murray and Robert Rodriguez.You can follow HIBT on Twitter & Instagram, and email us at [email protected]. Sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 30 June 2025

Method co-founder and serial entrepreneur Eric Ryan joins Guy on the Advice Line to answer questions from three early-stage founders. Plus, Eric shares his strategies for entering new market categories, and gives an update on his latest venture, Tandy, a functional candy company.First, Aubrey in Tennessee asks how to find a mentor to help her and her husband with their expanding line of bakeries and restaurants. Then Maggie from Chicago weighs whether it’s time to take on an outside investor for her unique travel luggage. And finally, Matt in Arizona wonders how to best scale his three-in-one adventure gloves in retail. Thank you to the founders Transparent Hospitality, Props Luggage and Flipmits for being a part of our show.If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Method’s founding story as told by Eric and his co-founder Adam Lowry on the show in 2018.This episode was produced by Katherine Sypher with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Neal Rauch.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 26 June 2025

On a trip to Las Vegas, Chris Riccobono found himself wearing the same J.Crew shirt over and over; it was the only dress shirt he had that looked good untucked. All of his other button-downs were too long and looked sloppy. His buddies all said they had the same problem, so Chris decided to seize the opportunity and launch UNTUCKit with a friend. Keeping his day job as a  GE salesman, he embarked on a crash course in how not to make a shirt. Thousands of defective button-downs later, UNTUCKit hit its stride, and the big fashion brands began to copy the untucked look. In 2020, UNTUCKit came within inches of a lucrative acquisition, then nearly went bankrupt, but today has grown into a thriving brand.  This episode was produced by J.C. Howard, with music by Ramtin Arablouei.Edited by Neva Grant, with research help from Kerry Thompson. You can follow HIBT on Twitter & Instagram, and email us at [email protected]. Sign up for Guy's free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 23 June 2025

Serial entrepreneur Marcia Kilgore — founder of brands like Beauty Pie and Soap & Glory — joins Guy on the Advice Line, where they answer questions from three early-stage founders managing uncertainty and risk.  Today, we meet Victor in Fort Worth, the co-founder of a Mexican-style sweets and treats venture who wonders if he should focus on expanding brick-and-mortar operations, retail presence, or both. Then Lydia in Seattle, a former disease researcher who is ready to grow her small batch botanical skincare line, but needs help overcoming her fear of failure to get to the next step. And Jack in San Francisco, the founder of a custom bike bag and accessories brand who’s trying to figure out how to maintain customer excitement throughout the entire purchasing process so as not to lose momentum.  Thank you to the founders of Sol Dias, Clērstory, and Wompy Bikes for being part of our show.  If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298. And be sure to listen to Marcia Kilgore’s original How I Built This episode as told by Marcia on the show in 2018.  This episode was produced by Carla Esteves with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo. You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 19 June 2025

The dashboard in your car – the interface on your Zoom screen … many of the products we interact with every day were created with the collaborative software Figma. Figma is a kind of Google Docs for design, created by Dylan Field and Evan Wallace after they won a Thiel fellowship in 2012. Dylan was just 20 when he became CEO. The only other job he’d had before that….? was college intern. He eventually figured out how to manage his team, and grew the company enough to attract a 20 billion dollar acquisition bid from Adobe. The deal fell through, but Figma continued to grow, and recently filed for an IPO.This episode was researched and produced by Kerry Thompson with music composed by Ramtin Arablouei. It was edited by Neva Grant. Our engineers were Patrick Murray and Jimmy Keeley.You can follow HIBT on X & Instagram, and email us at [email protected]. Sign up for Guy’s free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 16 June 2025

Kickstarter co-founder Perry Chen joins Guy on the Advice Line, where they answer questions from three early-stage founders about what they really want from investment deals and acquisitions.Today we meet Jesse in Dallas, who's debating whether or not he should sell part or all of his cold plunge tub business. Then Catharine in Oregon, who's trying to figure out how to move on from the daily grind of her hot sauce brand. And Joe in Chicago, who has an ambitious vision for his chicken sandwich chain.Thank you to the founders of Modtub, HYCH, and Fry the Coop for being a part of our show.  If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And be sure to listen to Kickstarter’s founding story as told by Perry on the show in 2017. This episode was produced by Alex Cheng with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Neal Rauch.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 12 June 2025

Bill and Leigh Keith had an extraordinary childhood, travelling the country in a school bus with their parents and ten siblings. Along the way, their dad fed them a homemade concoction of peanut butter, honey and supplements rolled into bite-sized snacks. When the family fell on hard times, the older siblings decided to sell their home and bet everything on turning their family recipe into a refrigerated energy bar.  The family hand-rolled millions of bars and gave out samples at festivals and grocery stores in Northern California. They eventually got Perfect Bars into Whole Foods, Costco, and major retailers throughout the country, and in 2019, the company was acquired by Mondelēz International.  This episode was researched and produced by Chris Maccini with music by Ramtin Arablouei. Edited by Neva Grant. Our engineers were Kwesi Lee and Ko Takasugi-Czernowin.  You can follow HIBT on X & Instagram, and email us at [email protected]. Sign up for Guy’s free newsletter at guyraz.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 9 June 2025

Sir Kensington’s co-founder and former CEO Mark Ramadan joins Guy on the Advice Line, where they work through business challenges with three early-stage founders.Today we meet Pat, a physician assistant working to bring his solution for clogged sinks to major retailers. Then Lucas, a chef whose local quick service taco joint is fending off national competition. And Beth, a working mom whose baby products brand is caught in the "messy middle" between launch and mass scale.If you’d like to be featured on a future Advice Line episode, leave us a one minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to [email protected] or call 1-800-433-1298.And to hear the story of how Sir Kensington’s was founded, check out Mark's first appearance on the show in 2023. This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Cena Loffredo.You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com or on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 5 June 2025

In 2008, Vicky Tsai walked away from a startup job and set out to rediscover herself on a trip to Japan. In Kyoto, she had an unforgettable meeting with a geisha, and learned about the face creams and blotting papers that the traditional Japanese hostesses had used for centuries. But as she contemplated selling those products in the U.S., experts on both sides of the Pacific told her it would never work. Strapped for money and juggling multiple jobs, Vicky worked out of her parents' garage, pitching her new brand—Tatcha—on QVC and steadily growing it. In 2019, Unilever acquired Tatcha for a reported $500 million.This episode was produced by Jed Anderson with music composed by Ramtin Arablouei. It was edited by Neva Grant.You can follow HIBT on X & Instagram, and email us at [email protected]. Sign up for Guy’s free newsletter at guyraz.com and on Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcribed - Published: 2 June 2025