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 did the only thing that felt real: she baked.

What started as 4-ingredient oat bars— hastily placed in a  Boulder coffee shop—became Bobo’s, a national brand built in the Silicon Valley of natural foods.  

In this episode, Beryl walks us through the scrappy early days: buying ingredients at full retail, a risky $25K packaging machine, the Whole Foods breakthrough, the burnout, and the pressure shift that comes with outside capital—and Costco.

It’s a story powered by community support, relentless demos, and a founder who kept saying “yes” before she knew how.

What you’ll learn: 

• Why “survival” can be a powerful founder advantage
• How to sell your product before you feel ready (and why that’s often the point)
• The unglamorous truth of early CPG: shelf life, shared kitchens, endless demos
• In a trend-driven category, the value of sticking to a recipe “your grandmother could have made.” 
• The two faces of Costco: growth rocket and operational trap

Timestamps:

• 08:35—Divorced at 40… “I was trying to survive.” 
• 12:02—The baking project with her daughter… and the unexpected product-market signal
• 17:21—The first sale: snack bars in cellophane; making up a price
• 28:38—Sharing a kitchen with Justin’s Nut Butters: scrappy collaboration + conflict
• 31:49—The first-time founder playbook: sell first, learn the rest later
• 33:54—Whole Foods says yes… before she knows what “freezer safe packaging” even means
• 39:10—Getting into national distribution: “What just happened?” 
• 46:34—Burnout, hiring a CEO, raising outside money—and what changes when investors arrive
• 54:31—The Costco conundrum: huge upside, real downside 

—------------------

This episode was produced by Noor Gill, with music by Ramtin Arablouei.

Edited by Neva Grant, with research help from Alex Cheng.

—--------------------- 

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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 packages. And Lee in Massachusetts hopes to decrease customer acquisition costs for his history merch brand ahead of America’s 250th anniversary.

Plus, Miguel reflects on his WeWork experience and the similarities he sees in today’s AI-dominated tech industry. Miguel’s latest venture, Unbound, seeks to disrupt healthcare in the United Kingdom.

Thank you to the founders of Copa Threads, Good Grief, and The History List Store 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 WeWork’s founding story as told by Miguel in 2017, as well as his second appearance on the show in 2022.

This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was 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.

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 regional brand, Cameron made a move that seems almost reckless: he launched his thick-cut, kettle-cooked chips to the United Kingdom — one of the most competitive “crisps” markets on earth — before conquering the U.S.

And that wasn’t his first risky move. 

Before Kettle, Cameron was a turban-wearing Sikh entrepreneur in 1970s Salem, Oregon, building a natural foods business…until he was abruptly fired. He started again from scratch with a $10,000 bank loan.  Inspired by the extra thick, crunchy potato chips that he sampled on a trip to Hawaii, he taught himself how to fry sliced potatoes through trial-and-error.  

Then, just as Kettle started taking off overseas, another trip to Hawaii sparked a second act: Kona Brewing — a craft beer brand that initially lost $20K a month — for years — before Cameron was able to make it work.

Meanwhile, buoyed by its UK success, Kettle chips eventually spread across the US, becoming the top-selling natural chip in the country. 

What you’ll learn

• The hidden details (like cooking-oil quality control) that can make or break a chip
• How curiosity about British “crisp” culture fueled a risky UK rollout
• The decision that turned Kona Brewing from a money pit into a scalable brand

Timestamps

• 07:21 — “You had to get up at 3 a.m.”: building a life in a Sikh community in Salem
• 10:11 — Fired with four kids and no severance: the moment Cameron is forced to rebuild
• 12:04 — The $10K loan (helped along by the offer of ski passes)
• 14:06 — The 1980 peanut crop gamble that suddenly capitalized Cameron’s business
• 23:14 — “Pot Chips” was the original name…until friends told him how bad it was
• 24:48 — Hand-feeding potatoes into vats of oil: inventing a process with zero playbook
• 29:10 — The Safeway disaster: rancid oil, a rejected order, and demand evaporating overnight
• 31:52 — The car crash that jolted Cameron out of despair
• 46:35 — UK word-of-mouth “switches on”--with an extra boost from Lady Di
• 56:03 — Kona Brewing bleeds money…until one decision turns things around

***

Hey—want to be a guest on HIBT?

If you’re building a business, why not get advice from some of the greatest entrepreneurs on Earth?

Every Thursday on the HIBT Advice Line, a previous HIBT guest helps new entrepreneurs work through the challenges they’re facing right now. Advice that’s smart, actionable, and absolutely free.

Just call 1-800-433-1298, leave a message, and you may soon get guidance from someone who started where you did, and went on to build something massive.

So—give us a call. We can’t wait to hear what you’re working on.

***

This episode was produced by Casey Herman with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Rommel Wood. Our 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.

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 outsource manufacturing for her decorative garland company. And Sayuri from California is looking to drive sales of her Japanese tatami mats through a unique approach to yoga practice.

Plus, Alexa shares how Paperless Post is responding to advancements in AI and the prevalence of post-pandemic loneliness.

Thank you to the founders of Five Dot Post, The Creative Garland Company, and Sumo Yoga  for being a part of our show.

If you’d like to be featured on a future Advice Line episode—where Guy and former show guests take questions from early-stage founders—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 Paperless Post as told by Alexa and her brother James on the show in 2024.  

This episode was produced by Rommel Wood with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineers were Debbie Daughtry and 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.

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 competing with regulations, middlemen, entrenched networks, and monopolies designed to keep outsiders out.

In this episode, Jim shares the mindset and tactics that helped Square go from a tiny card reader that processed credit card payments … to a company—now known as Block— that generates over $10 billion in gross profit.

What You’ll Learn:

• Why the market is often “locked” on purpose
• How a simple hack can solve a seemingly complex problem
• How candor can sway investors more than confidence
• How Square survived by building something Amazon couldn’t copy

Timestamps:

• 00:12:26 – Engineering and art: Balancing an IBM job with glassblowing
• 00:15:46 – The family trauma that rewired Jim
• 00:36:26 – Losing a $2,000 sale — the moment Square was born
• 00:43:06 – Breaking into the credit card club: “We were violating 17 rules”
• 00:48:31 – The headphone jack hack that sidestepped Apple’s control
• 00:58:03 – The “140 reasons we might fail” pitch that won over investors
• 01:06:26 – The taxi ride that convinced Jim he had product-market fit
• 01:09:28 – Amazon attacks, and why copying doesn’t always work
• 01:13:18 – The founder’s job after success: choosing hard problems

***

Hey—want to be a guest on HIBT?

If you’re building a business, why not get advice from some of the greatest entrepreneurs on Earth?

Every Thursday on the HIBT Advice Line, a previous HIBT guest helps new entrepreneurs work through the challenges they’re facing right now. Advice that’s smart, actionable, and absolutely free.

Just call 1-800-433-1298, leave a message, and you may soon get guidance from someone who started where you did, and went on to build something massive.

So—give us a call. We can’t wait to hear what you’re working on.

***

This episode was produced by Alex Cheng with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Katherine Sypher. Our engineers were Patrick Murray 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.

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 Indiana wonders how to go all-in on his small mouth bass lifestyle brand without overhauling his family’s lifestyle.

Plus, Pete and Rashid reflect on the ‘protein-ification’ of our food, and how a scare last year reaffirmed the importance of doing right by the customer — no matter the cost. 

Thank you to the founders of Yadi’s Artisanal Empanadas, Noble Pies, and Achigan for being a part of our show.

If you’d like to be featured on a future Advice Line episode—where Guy and former show guests take questions from early-stage founders—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 Chomps founding story as told by Pete and Rashid on the show in 2023.  

This episode was produced by Kerry Thompson with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Jimmy Keeley.

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.

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 that led to one of the fastest consumer-product breakouts ever: from a six-year stint in a commune (where he learned plumbing and carpentry), to selling baby products and battery-powered spinning lollipops. Finally, the big bet: a $5 electric toothbrush that was cheap enough to compete with manual brushes, and good enough to become a best-seller.

You’ll hear the make-or-break moment that many founders can’t survive: the decision to scrap 400,000 defective brushes before they hit the shelves. And then, the stealth move that turned a “licensing pitch” into a buyout —with one perfectly timed bluff.

What you’ll learn:

• Why pricing is about what the market will pay, not what your product costs
• The hidden power of packaging (How “Try Me” changed everything)
• How to recover from “entrepreneurial terror” 
• Why scrapping inventory can be the most important decision you’ll ever make
• The acquisition formula: you get a lot more money when they want to buy… than when you want to sell

Timestamps: 

07:01 - A pricing lesson that John used forever: The 19-cent earrings that sold for $4.99.

12:04 - Six years in a commune and the unexpected skill stack: plumbing and construction.

22:09 - “Entrepreneurial terror” and a lifeline from Toys R Us 

29:11 - Spinning lollipops lead to a $166 million Hasbro exit.

35:54 - What’s the real competition: $80 electric toothbrushes, or cheap manual ones?

38:42 - The design breakthrough: fixed + oscillating bristles.

55:43 - P&G admits: “We’ve bought three companies like yours… and ruined them all.”

58:07 - The earnout problem: What happens when Spinbrush performs much better than expected?  

Hey—want to be a guest on HIBT?

If you’re building a business, why not get advice from some of the greatest entrepreneurs on Earth?

Every Thursday on the HIBT Advice Line, a previous HIBT guest helps new entrepreneurs work through the challenges they’re facing right now. Advice that’s smart, actionable, and absolutely free.

Just call 1-800-433-1298, leave a message, and you may soon get guidance from someone who started where you did, and went on to build something massive.

So—give us a call. We can’t wait to hear what you’re working on.

This episode was produced by Katherine Sypher, with music composed by Ramtin Arablouei.

It was edited by Neva Grant, with research by Rommel Wood. 

Our engineers were Patrick Murray 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.

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 teens. And Anagha from California wonders how to convince people to embrace the time required for  her globally-inspired baking kits.

Plus, Julia reflects on Eventbrite’s recent acquisition announcement, and how in-person events can help brands and creators build community in today’s digital world.  

Thank you to the founders of Pottery to the People, Anyway Magazine, and Aunty Misri for being a part of our show.

If you’d like to be featured on a future Advice Line episode—where Guy and former show guests take questions from early-stage founders—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 Eventbrite’s founding story as told by Julia on the show in 2020.  

This episode was produced by Chris Maccini 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 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.

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 alive.

So how did Netflix win?

In this conversation, Reed Hastings breaks down the behind-the-scenes decisions that helped the business thrive: the uncomfortable leadership choices, the culture blueprint that surprised corporate America, and a near-catastrophic misstep that could have blown the whole thing up.

Reed also talks about what shaped him long before Netflix: being a late-bloomer, teaching in the Peace Corps, learning humility from a former boss, and the painful management mistakes he made while building his first company.

This is a masterclass in: challenging the status quo, choosing a culture on purpose, and making big bets without pretending you’re always right.

What you’ll learn: 

• Why Netflix’s early “obvious” advantages weren’t enough—and how close it came to dying
• The leadership lesson Reed learned from a CEO who was admirable… but strategically wrong
• Why Reed says the best companies are like championship sports teams: if you can’t perform at peak, leave
• The “keeper test” and how it changed corporate culture
• The Qwikster fiasco: what went wrong, and how Netflix moved to prevent future missteps
• Building a House of Cards: How Netflix made the leap to original content
• Reed on the media landscape: The remote-control moment of truth, rival streamers, and the rise of AI

Timestamps:

• 00:08:06 — “I was a late bloomer.” Reed on why no one saw greatness coming
• 00:09:30 — Peace Corps in Swaziland, and the moment he nearly quit
• 00:11:23 — An unforgettable lesson learned from the CEO who washed Reed’s coffee cups
• 00:14:39 — Building his first company in a cold cabin—no internet, just obsession and proof of concept
• 00:16:48 — Reed’s early struggles as a manager: “Too busy chopping wood to sharpen the axe.”
• 00:24:11 — Blockbuster’s late-fee pain and an early bet on DVDs
• 00:44:47 — The dot-com crash… and the $50M LVMH round that saved Netflix (barely)
• 00:47:12 — A possible Blockbuster buyout: “We probably would’ve taken any offer.”
• 00:56:18 — The Netflix culture deck: “We’re not a family,” and why that shook people up
• 01:05:07 — The Qwikster crisis, and the backlash that humbled Reed
• 01:19:33 — The competition: Netflix is just <10% of TV viewing—and the real threat is YouTube

Hey—want to be a guest on HIBT?

If you’re building a business, why not get advice from some of the greatest entrepreneurs on Earth?

Every Thursday on the HIBT Advice Line, a previous HIBT guest helps new entrepreneurs work through the challenges they’re facing right now. Advice that’s smart, actionable, and absolutely free.

Just call 1-800-433-1298, leave a message, and you may soon get guidance from someone who started where you did, and went on to build something massive.

So—give us a call. We can’t wait to hear what you’re working on.

This episode was produced and researched by Sam Paulson with music by Ramtin Arablouei. It was edited by Neva Grant. Our engineers were Patrick Murray 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.

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 to expand his woodworking business beyond his basement, without taking on debt. And Maggie from Georgia wonders how to respond to rising customer acquisition costs for her soccer-themed dog brand.

Thank you to the founders of Heretic Yerba, MTS Woodworking, and Floofball 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 Betterment’s founding story as told by Jon on the show in 2018.  

This episode was produced by Noor Gill with music by Ramtin Arablouei. It was edited by John Isabella. 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.

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 obsession. In 2007, as Nico recovered from a brutal ultramarathon around Mont Blanc, the founders fixed on a problem that Big Footwear didn’t care about: downhill running was destroying bodies. Their solution: make the shoe bigger, softer, and shaped like a rocker.

At first, their prototypes looked like clown shoes. Runners who preferred minimalist footwear laughed at them. Retailers said no. But the founders kept doing the one thing that they knew could reverse things: they made people try them.

HOKA went from under $3M in sales in 2012 to more than $2B a year—and in this episode, you’ll hear how it happened: the risky design, the early cash crunch, and the strategic partnership that helped them win the U.S. market.

What you’ll learn:

• How to think of a shoe as a machine, not just a piece of apparel
• The go-to-market weapon that worked: relentless demo-ing 
• Why outside money can’t always solve a cash flow bottleneck (and what does)
• How HOKA used performance proof to avoid being dismissed as a gimmick
• Why HOKA partnered with Deckers—and why it wasn’t just about capital
• How to keep a “rebel” mindset as competitors start copying you

Timestamps:

(Timecodes are approximate and may shift depending on platform.)

• [07:12] George Salomon’s leadership lesson: the CEO who sought advice from an intern
• [11:11] Nico’s first day at Salomon: testing ski prototypes on a glacier
• [18:42] The ultramarathon race where Nico’s legs crumbled (and why)
• [21:29] A breakthrough insight: performance changes with surface (leaves, lava, snow)
• [31:25] Designing a sneaker as if it were a car: engine, tires, seat
• [40:00] The “clown shoe” prototype—and the first successful run 
• [47:22] Elite runners kickstart the brand 
• [49:02] The hard part nobody glamorizes: factory minimums, bank demands, anemic cash flow
• [53:31] Deckers enters: the minority investment that unlocks the U.S. (without killing the brand)

Hey—want to be a guest on HIBT?

If you’re building a business, why not get advice from some of the greatest entrepreneurs on Earth?

Every Thursday on the HIBT Advice Line, a previous HIBT guest helps new entrepreneurs work through the challenges they’re facing right now. Advice that’s smart, actionable, and absolutely free.

Just call 1-800-433-1298, leave a message, and you may soon get guidance from someone who started where you did, and went on to build something massive.

So—give us a call. We can’t wait to hear what you’re working on.

***

This episode was produced and researched by Rommel Wood with music composed by Ramtin Arablouei.

It was edited by Neva Grant. 

Our engineers were Patrick Murray 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. 

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.