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Wingstop: Antonio Swad. A Brilliant Idea — And a Nail-Biting Exit
A lot of founders spend their lives chasing one big idea. Antonio Swad had two. The first? Migrating chicken wings from the Happy Hour buffet to the center of the plate. The second? Building a pizza business that catered to a very specific
Advice Line with Angie & Dan Bastian of Angie's BOOMCHICKAPOP
Today’s callers: Michelle from California assesses the trade offs of accepting outside investment to scale her organic granola brand. Then, Gloria from Connecticut wonders how to overcome stigma and get more people talking about her pelvic
diapers.com: Marc Lore. The ecommerce visionary who lost to Amazon but still made billions (2021)
Back in the early days of ecommerce, Marc Lore took a classic retail loss leader–diapers– and turned it into a DTC giant– Diapers.com (http://diapers.com). It did so well that it attracted the attention of Amazon, which slashed prices on it
Advice Line with Marcia Kilgore of Beauty Pie (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
Vital Farms: Matt O’Hayer. How a serial entrepreneur re-branded the egg
For decades, a dozen eggs was just… a dozen eggs. No story. No real branding. No reason to care who produced them. Then Matt O’Hayer came along and asked a question almost nobody in America was asking: what if store-bought eggs could be dif
Advice Line: What’s Your Value?
In today’s special episode, Guy and four former show guests talk with callers about how they can prove the value of their products—and themselves. First, Meagan from Vermont questions whether an experiential pop-up concept for her reusable
Scrub Daddy: Aaron Krause. How a Failed Experiment Became a Billion-Dollar Sponge
Aaron Krause did not set out to reinvent the kitchen sponge. He was a car detailer, building buffing pads and the machines that made them. To clean his greasy hands, he made a makeshift hand scrubber out of extra-rough foam, and it worked s
Advice Line with Hernan Lopez of Wondery
Today’s callers: Heather from Ontario talks through a DTC strategy for her retail pain relief tape and patches. Then Nawal in Michigan considers a rebrand for her uniforms designed for Muslim students. Finally, Casey in Idaho seeks new reve
Bobo’s: Beryl Stafford. A Single Mom Turns a Baking Project into a $100M Business
Bobo’s: Beryl Stafford. A Single Mom Turns a Baking Project into a $100M Business At 40, Beryl Stafford’s life cracked open. Her marriage ended, she hadn’t worked in years, and she had two daughters to raise. She needed income—fast. So she
Advice Line with Miguel McKelvey of WeWork
Today’s callers: Jane in Minnesota wants to scale her artful pants brand while staying true to her locally-made mission. Then Melissa in New Mexico wonders how to respond to diminishing returns on digital advertising for her grief care pack
Kettle Chips: Cameron Healy. The Wild Bet That Made a Brand
Kettle Chips: Cameron Healy. The Wild Bet That Made a Brand Most founders expand the “right” way: local → regional → national → international. Cameron Healy totally skipped the “national” part. When Kettle Chips was still an upstart regiona
Advice Line with Alexa Hirschfeld of Paperless Post
Today’s callers: Jess from Washington seeks counsel on structuring a collaboration between her sympathy cards company and a pet products brand. Then, Caroline from Colorado wonders if she should build an in-house production team or outsourc
Square: Jim McKelvey. He Lost a $2,000 Sale, Then Built a $10 Billion Company
Most entrepreneurs think the hardest part of building a company is the product. For Jim McKelvey — co-founder of Square — the hardest part was the system around the product. Because Square wasn’t just competing with other startups … It was
Advice Line with Pete Maldonado and Rashid Ali of Chomps
Today’s callers: Yadi from New York thinks through an expansion strategy for her college campus-based empanada business. Then, Zachary from New York looks for ways to break into big retailers with his fresh-made frozen pies. And Josh from I
Spinbrush: John Osher. The Electric Toothbrush That Sold for $475M
Before Spinbrush became the top selling toothbrush in the U.S—and before Procter & Gamble paid $475M for it—John Osher was a teenager selling earrings for $4.99. In this episode, John walks through the strange, scrappy, but disciplined path
Advice Line with Julia Hartz of Eventbrite
Today’s callers: Mia from Germany wants to know how to balance her pottery business between an online shop and a YouTube channel. Then, Jen from Connecticut is looking for ways to reach more families with her print magazine for tweens and t
Netflix: Reed Hastings. “We’re Not a Family.” The Provocative Idea That Helped Build a Streaming Giant
Netflix shouldn’t have survived. In 1997, Blockbuster owned home entertainment—9,000 stores, a business fueled by late fees, and a brand that felt untouchable. Netflix was a scrappy DVD-by-mail experiment that almost sold itself off to stay
Advice Line with Jon Stein of Betterment
Plus, Jon’s take on why now is a good time to start a business — in spite of market uncertainty. Today’s callers: Dan from Washington considers new offerings beyond his core loose leaf yerba mate product. Then, Mike from New Hampshire wants
HOKA: Jean-Luc Diard and Nicolas Mermoud. The “Clown Shoe” That Became a $2B Bonanza
In the late 2000s, two French mountain athletes set out to build a running shoe that captured the feeling of flying. Jean-Luc Diard and Nicolas “Nico” Mermoud had spent decades inside the innovation engine at Salomon—where product was obses
Advice Line with Serial Entrepreneur Mark Cuban
Plus, Mark on his most challenging venture yet: revolutionizing the prescription drug market in America. First we meet Lucy from Washington DC, considering an opportunity to bring her upside-down peanut butter brand into a big box retailer.
Taylor Guitars: Kurt Listug and Bob Taylor. From $3,700 Shop to Global Icon
A bright blue guitar covered in orange koi fish vanished from a museum display … and Swifties immediately knew what it meant. That distinctive guitar—the one Taylor Swift used to record Speak Now—had been a gift. Hand crafted, by the founde
Advice Line with Monica Nassif of Mrs. Meyer's
Plus, how candor has been a more effective press strategy than talking points for (the literal) Mrs. Meyer. First we meet Allison in California, seeking marketing ideas for her novel wig designs which aren’t done justice by photos alone. Ne
Gymboree: Joan Barnes. How Building a Beloved Brand Nearly Destroyed Its Founder
Before Gymboree became a cultural icon in the 80s and 90s, it was just one lonely new mom trying to find connection. Joan Barnes started hosting weekly playgroups for parents… and demand exploded. What began as a diversion became a business
Advice Line with Neil Blumenthal of Warby Parker
Warby Parker co-founder Neil Blumenthal joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, how AI integrations with glasses are helping us see the world in a whole new way. First we meet Ki
La Colombe Coffee Roasters: Todd Carmichael and J.P. Iberti. A Brotherhood Built on Coffee (2020)
When Todd Carmichael and J.P. Iberti met at a grunge concert in Seattle in the 1980s, they were an unlikely pair. But they shared a love for great coffee, and the two friends began to dream about opening a cafe and premium roastery that wou
Advice Line with Jack Conte of Patreon (December 2024)
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
Dollar Shave Club: Michael Dubin, From Zero to a Billion Dollar Exit in Five Years (December 2018)
It started with a massive pile of razors sitting in a Rancho Cucomonga warehouse, and Michael Dubin’s chance meeting of the man who wanted to get rid of them. In 2010, Michael was working in marketing in Los Angeles, producing online video
Advice Line: Tapping AI as a Resource for Your Business
This week, Guy is joined by TRX exercise straps founder Randy Hetrick, chicken restaurant giant Raising Cane’s Todd Graves, and Chesapeake Bay Candle Company founder Mei Xu in a special episode of the Advice Line. We talk about how to navig
SkinnyDipped: Breezy and Val Griffith. The Flourishing Snack Company That Almost Failed
For decades, snack companies believed Americans wanted everything sweeter. More sugar. More chocolate. More indulgence. But what if that assumption was wrong? In this episode, a mother-daughter team set out to make a sleeker version of a ch
Advice Line with Todd Graves of Raising Cane's
Raising Cane’s founder Todd Graves joins Guy on the Advice Line to answer questions from three early-stage founders who are each considering a big, next step to grow their businesses. First, Evan in Texas wants to know if he should franchis
