Best Matthew Flynn Podcasts (2025)

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601: The Couple Who Built a 9-FIGURE Brand While Working Full-Time Jobs | Natalie Holloway 57:38

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1d ago57:38

57:38

Natalie Holloway turned a $5,000 side hustle into Bala — a globally recognized fitness brand worn by millions and backed by Mark Cuban and Maria Sharapova. In this interview, the Bala co-founder breaks down how she and her husband Max bootstrapped the brand from their garage to $20M+ in sales, weathered near-bankruptcy after the post-COVID crash, a…

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600: (Solo) How Founders Should Actually Use AI (Without Getting Lost) 12:40

3d ago12:40

12:40

AI is the biggest shift since the internet—and if you’re not using it daily as a founder, you’re falling behind. In this episode, I break down exactly how I use AI to think clearer, execute faster, and lead better—without being technical. From treating AI as a true thinking partner to training it like a team member, I’ll show you the practical work…

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Command + F + Hitler [Teaser] 3:53

7d ago3:53

3:53

Listen to the rest of this premium episode by subscribing at patreon.com/knowyourenemy. he theme of this rank punditry episode is Getting in Trouble on the Internet, and we begin with the frankly unsurprising story of the Young Republican Hitler group chats, then move on to a longer discussion about Democratic candidate for the U.S. Senate in Maine…

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599: They Rejected Her Idea, She Turned it into a BILLION Dollar Business | Suneera Madhani (Best of Foundr) 40:53

7d ago40:53

40:53

Suneera Madhani built Stax from an idea her employer rejected into a $1B fintech unicorn processing over $25B in payments. In this interview, the Stax co-founder shares how she went from selling credit card terminals out of her car to pioneering the first subscription-based payment processor, raising over $500M in capital, and scaling a company now…

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598: (Solo) Your Brand Is Not a Logo: Why Most Founders Get Stuck Before They Even Launch 9:38

11d ago9:38

9:38

Think your “brand” is a logo, font, and color palette? That’s polish—not branding. Real ecommerce branding makes customers feel understood, builds instant trust, and increases conversions across your product pages, emails, and social. In this episode, I break down what I’ve learned working with branding expert Camille Moore on our new Ecommerce Bra…

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13.19 - Funeralia 1:10:39

12d ago1:10:39

1:10:39

Rowena is killing people before the natural order says they are supposed to, and Billie wants the Winchesters to stop her. We discuss the returning characters, how Jess prefers Billie as death, and who we're shipping because of this episode. Patreon Bluesky Instagram TumblrBy Matt, PG, & Jess

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597: How She Built a $33M App with ZERO Ads | Tezza Barton 51:29

14d ago51:29

51:29

Tezza Barton bootstrapped the Tezza app from a two-person passion project into a 25M+ download, $33M/year creative-tech brand—with just 15 employees and zero paid ads for the first four years.In this interview, Tezza breaks down the scrappy path from negative bank balances and collage kits in a 250-sq-ft apartment to building a category-defining ed…

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How Charles Murray (Almost) Predicted the Trump Era 1:32:56

17d ago1:32:56

1:32:56

This episode is the second in our occasional series on important, controversial, or unusually relevant conservative texts from the recent past. Here we take up Charles Murray's 2012 book, Coming Apart: The State of White America, 1960-2010. With its focus on the ascendence of a new "cognitive elite," cultural divides, and the pathologies afflicting…

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596: (Solo) The Most Unexpected Lessons I Learned From Scooter Braun 10:01

17d ago10:01

10:01

You might expect my favorite interviews to be with Richard Branson, Tony Robbins, or Barbara Corcoran. But one that surprised me — and stuck with me more than most — was with Scooter Braun. In this episode, I share the lessons Scooter taught me about resilience, humility, and the real human side of entrepreneurship. From his honesty about burnout a…

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TRAILER: Welcome to The Foundr Podcast with Nathan Chan 1:13

18d ago1:13

1:13

The Foundr Podcast with Nathan Chan is where ambitious founders get real playbooks, not theory. Every week, Nathan sits down with the world’s top entrepreneurs and operators to unpack how they built, scaled, and led category-defining companies. You’ll hear candid stories, hard numbers, and step-by-step tactics you can use right away across product,…

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595: She Turned Handmade Jewellery Into $10M Brand | Pia Mance 53:20

21d ago53:20

53:20

Pia Mance started Heaven Mayhem in 2022 with just $900 and scaled it into a $10M accessories brand in under three years. In this interview, Pia breaks down the scrappy steps she took to launch her first collection, the grassroots marketing hacks that made her products go viral, and how celebrity moments like Hailey Bieber wearing her designs gave t…

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594: (Solo) The Mindset Lessons I’ve Learned From 100+ Founders 8:44

24d ago8:44

8:44

By Foundr Media

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How To Give A Damn [Teaser] 3:56

26d ago3:56

3:56

Listen to the rest of this premium episode by subscribing at patreon.com/knowyourenemy. Before embarking on a spirited bout of rank punditry, we take a step back and talk about the Staple Singers, Hannah Arendt's Origins of Totalitarianism, Tocqueville's Democracy in America, Zohran, and giving a damn about both your "fellow man" and democracy. The…

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13.18 - Bring 'em Back Alive 1:07:17

27d ago1:07:17

1:07:17

Dean and Ketch try to save the Apocalypse World's version of Charlie while Sam and Cas try to help Gabriel. We discuss how we feel about this new Charlie, how rifts work, and how Mick is still better than Ketch. Patreon Bluesky Instagram TumblrBy Matt, PG, & Jess

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593: Phoebe Gates: Building an AI Fashion Startup Backed by Kris Jenner & Sara Blakely 49:33

28d ago49:33

49:33

Phoebe Gates went from failed prototypes in her Stanford dorm room to building one of the fastest growing fashion-tech startups in the world. In this interview, the co-founder of AI shopping app Phia shares how she and her co-founder Sophia Kianni scaled from 200 early users to half a million downloads, raised $9M from investors like Kleiner Perkin…

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592: (Solo) The Truth About Originality: What Great Founders Really Do 8:07

1M ago8:07

8:07

Most founders think they need a completely original idea to succeed. The truth? Great businesses are often built by borrowing brilliance — and putting your own spin on what already works. In this episode, I break down the concept of “good artists copy, great artists steal,” and show you how to apply it in your business. From how I grew Foundr’s Ins…

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Death, Power, and the Charlie Kirk Memorial (w/ Pat Blanchfield) 1:26:21

1M ago1:26:21

1:26:21

To try to understand both the power and strangeness of the Charlie Kirk memorial—one part evangelical worship service, one part MAGA rally—we turned, of course, to our friend Pat Blanchfield. All three of us stewed in the event's footage, which runs to over four and a half hours, then convened to discuss it. After laying out for listeners what happ…

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591: From $0 to $3.4 BILLION Selling Socks | Bombas (Best of Foundr) 43:08

1M ago43:08

43:08

David Heath and Randy Goldberg turned Bombas from a scrappy Indiegogo campaign into the most successful Shark Tank investment of all time—now valued at $3.4 billion. In this interview, the Bombas co-founders share how a simple insight about homelessness sparked a mission-driven sock company, how they bootstrapped their way to product-market fit, an…

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590: (Solo) Why You Need to Do Things That Don’t Scale 7:56

1M ago7:56

7:56

When you’re just starting out, the fastest way to grow isn’t automation, ads, or scaling systems — it’s doing things that don’t scale. In this episode, I share why the most successful founders — from billion-dollar startups to small ecommerce brands — all begin by leaning into the unscalable. From replying personally to every email, to sending hund…

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13.17 - The Thing 1:05:09

1M ago1:05:09

1:05:09

Sam and Dean go explore a Men of Letters chapter house to find the Seal of Solomon and find a monster that wants to eat everyone. Meanwhile, Ketch realizes Asmodeus is really bad and decides to save Gabriel. We talk about the wasted opportunities, a perfect popping sound, and why Dean must have mocked Sam for his kale. Patreon Bluesky Instagram Tum…

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The Assassination of Charlie Kirk [Teaser] 3:37

1M ago3:37

3:37

Listen to the rest of this premium episode by subscribing at patreon.com/knowyourenemy. The assassination of Turning Points USA founder Charlie Kirk on September 10, 2025, seemed to change the landscape of American politics in an instant, inspiring a startlingly unanimous battlecry of vengeance from the conservative movement, the GOP, and the Trump…

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589 : The Mad Scientist Behind One of America’s Fastest Growing Supplement Brands | Brian Littlefield (Best of Foundr) 46:31

1M ago46:31

46:31

Brian Littlefield is the co-founder and Chief Product Officer of Jocko Fuel—one of the fastest-growing supplement brands in America. But his story didn’t start in a boardroom. It started with a life-changing health wake-up call. In this episode, Brian shares how he went from overweight and directionless to building a trusted supplement empire backe…

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588: (Solo) The #1 ROI Move You’re Probably Not Using 7:30

1M ago7:30

7:30

Most ecommerce founders think the only way to grow is to get more traffic — but often, the fastest way to increase sales is by making more from the traffic you already have. In this episode, I share a proven “second sale” strategy you can use to increase your conversion rate, average order value (AOV), and customer lifetime value (CLV) without spen…

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587: She Built a $1 Billion Brand Selling Other Peoples Clothes | Julie Wainwright 1:00:31

2M ago1:00:31

1:00:31

Julie Wainwright, founder of The RealReal, reveals how she built a billion-dollar resale marketplace that transformed luxury fashion. In this exclusive Foundr Podcast interview, Julie shares how she scaled The RealReal to over $1B in revenue, reached 38 million members, and took the company public on the Nasdaq. From her early lessons at Pets.com t…

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The Case for Democracy (w/ Osita Nwanevu) 1:20:27

2M ago1:20:27

1:20:27

Since the start of the Trump Era over a decade ago, few words have been deployed as often as "democracy": how it's become imperiled, who threatens it, and what to do to defend it. In The Right of the People: Democracy and the Case for a New American Founding, Osita Nwanevu sets out to understand the true meaning of democracy and defend it from its …

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586 : (Solo) How I Solve The Biggest Problems in My Business (and How You Can Too) 8:06

2M ago8:06

8:06

Every business has one major constraint holding it back from the next stage of growth — and solving it is the fastest way to scale. In this episode, I share the exact formula I use to identify the biggest problem in my business, find the right person who’s already solved it, and get the solution faster than years of trial and error. This is the sam…

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13.16 - Scoobynatural 1:08:15

2M ago1:08:15

1:08:15

A TV is possessed by a spirit, and it pulls Sam, Dean, and Cas into an episode of Scooby-Doo. It's finally time! Martha rejoins us for the episode Jess has been waiting for! We discuss all the things we love about this episode, a mascot costume Martha didn't have to wear, and how much HD TVs weigh. Patreon Bluesky Instagram Tumblr…

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585: The $100K Mistake Most Founders Make with Manufacturers (and How to Avoid It) (Best of Foundr) 38:22

2M ago38:22

38:22

Kian Golzari is one of the world’s leading experts in sourcing and product manufacturing—developing over 2,500 products and visiting 500+ factories. In this episode, he shares how to go from idea to product without getting burned by bad suppliers or poor-quality manufacturing. Whether you're working with Alibaba or building a custom product from sc…

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An Officer and a Spy (w/ John Ganz) [Teaser] 3:48

2M ago3:48

3:48

Listen to the rest of this premium episode by subscribing at patreon.com/knowyourenemy. Roman Polanski's 2019 film about the Dreyfus affair, An Officer and a Spy, only recently made it's U.S. "premier," running for a few weeks in August at Film Forum in New York City. When it originally was released, it couldn't find an American distributor (and li…

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584: (Solo) What 90 Days of Daily Posting Taught Me About Personal Branding 8:48

2M ago8:48

8:48

After 12 years building Foundr, I finally committed to something I should have done a decade ago — posting online every single day for 90 days straight to grow my personal brand. In this episode, I share what that commitment taught me about building trust, deepening connections with my audience, and why your personal brand is one of the most powerf…

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583: The Branding Expert Behind Dior, L'Oréal & Mercedes | Camille Moore 55:28

2M ago55:28

55:28

In this episode of the Foundr Podcast, Nathan Chan sits down with Camille Moore — widely known as the internet’s favorite creative director and the strategist behind some of today’s most iconic brand transformations. Camille has built a reputation for taking founders from forgettable to unforgettable, crafting brand strategies that don’t just look …

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Frank Meyer, Inventor of Conservatism (w/ Daniel J. Flynn) 1:45:13

2M ago1:45:13

1:45:13

Devoted Know Your Enemy listeners will recall that, in November 2021, we released a fairly dense, theory-driven episode on Frank Meyer, the Communist from New Jersey whose exploits on behalf of the Party in the UK got him kicked out of the country and back to the United States, where he eventually turned right and became a key figure in the post-wa…

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582: (Solo) 3 Lessons I’ve Learned From Interviewing 100+ Billionaires 10:56

2M ago10:56

10:56

After interviewing over 100 billionaires and ultra-successful entrepreneurs, I’ve spotted three lessons that come up every single time — no matter the industry, background, or business model. In this episode, I break down exactly what I’ve learned from these conversations so you can model the same habits, mindsets, and strategies that separate the …

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13.15 - A Most Holy Man 56:01

2M ago56:01

56:01

Sam and Dean seek out the blood of a most holy man and end up dealing up crossing paths with a mob family. We discuss how Cas on a plane should have been an episode, Sam's princess hair, and what did and didn't work for us in this goofy episode. Patreon Bluesky Instagram TumblrBy Matt, PG, & Jess

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The Christian Right's "Wild Faith" (w/ Talia Lavin) [Unlocked] 1:00:48

2M ago1:00:48

1:00:48

This episode was first published in October 2024, and has been un-paywalled following the death this week, on August 21, of Focus on the Family founder and influential figure on the religious right, James Dobson, at age 89. Subscribe to Know Your Enemy on Patreon to hear more episodes just for subscribers. In this episode, Matt is joined by journal…

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581: How to Build a $100M Brand Without Raising a Dollar | Peach & Lily 1:11:50

2M ago1:11:50

1:11:50

Alicia Yoon is the founder of Peach & Lily—the pioneering brand that brought Korean skincare to the U.S. before “K-Beauty” was a buzzword. In this episode, she shares how her personal skin struggles turned into a lifelong mission, how she went from finance to esthetician school, and why she took the slow, principled path to build a category-definin…

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580: (Solo) The Step-by-Step Method to Reach Anyone — Even Billionaires 7:53

2M ago7:53

7:53

Four months into starting Foundr, I landed an interview with billionaire entrepreneur Richard Branson — without connections, without experience, and while building my very first business from scratch. In this episode, I break down the exact networking and outreach strategy I used to connect with one of the world’s most famous founders, plus how you…

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The Minority Voters Moving Right (w/ Daniel Martinez HoSang) 1:27:05

2M ago1:27:05

1:27:05

A major topic following Donald Trump's victory in the 2024 presidential election has been his gains with racial and ethnic minorities, a trend that's scrambled many people's assumptions about American politics, not least those of anti-racist liberals. Why have minority voters drifted toward Trump, despite his many comments and campaign pledges that…

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579: The Strategy That Made NYX a Household Name | Toni Ko (Best of Foundr) 46:08

3M ago46:08

46:08

In this episode, Toni Ko, founder of NYX Cosmetics, shares how she built one of the fastest-growing cosmetics brands in the world—scaling from a $250,000 investment to a $500M exit to L’Oréal. She reveals: • How she turned 18 SKUs into millions of units sold in year one • The simple packaging strategy that disrupted the beauty industry • Why she av…

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578: (Solo) The Wake-Up Call That Changed How I Work 10:56

3M ago10:56

10:56

I almost walked away from Foundr. Not because the business wasn’t working—but because I wasn’t. In this episode, I’m sharing the truth about burnout. After seven years of building nonstop, I hit a wall—mentally, emotionally, and physically. What followed was one of the hardest seasons of my entrepreneurial journey. But it also forced me to change e…

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From Armageddon to Zionism — More Listener Questions [Teaser] 4:59

3M ago4:59

4:59

Listen to the rest of this premium episode by subscribing at patreon.com/knowyourenemy. Our mailbag runneth over! Unsurprisingly, we received so many excellent questions from subscribers for our most recent episode that we decided to answer even more of them. Once again religion seemed to be on the minds of listeners, and we take up charismatic Chr…

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13.14 - Good Intentions 52:45

3M ago52:45

52:45

While looking for a way to escape the Apocalypse World, Jack and Mary find help in that world's Bobby, but he does not take kind to the fact that Jack is an angel. On main Earth, Sam, Dean, and Cas have to deal with Donatello after he's become corrupted by the demon tablet. We discuss how Apocalypse World Zachariah doesn't seem like Zachariah, what…

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577: The Genius Referral Model Behind Burst’s Multi-Million Dollar Brand (Best of Foundr) 42:49

3M ago42:49

42:49

Brittany Stewart turned toothbrushes into a breakout DTC success story—co-founding one of America’s fastest-growing eCommerce brands: Burst Oral Care. In this episode, she shares how Burst launched at dental conventions, scaled through hygienist word-of-mouth, and partnered with A-list influencers like Khloé & Kim Kardashian—all while keeping produ…

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576: (Solo) This One Trademark Mistake Nearly Killed My Business - Here's What I Learnt 9:07

3M ago9:07

9:07

I got sued just a few months into starting Foundr—and it nearly crushed everything I was building. In this short episode, I’m sharing the full story behind how I was forced to change the name of my business, the legal mistakes I made, and the surprising reasons it turned out to be the best thing that ever happened to me. If you’re launching a brand…

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Has Trump 2.0 Been a Success So Far? — And Other Questions 1:10:29

3M ago1:10:29

1:10:29

It's been nearly a year since we asked our subscribers to send us questions for a mailbag episode—which they did, with remarkable thoughtfulness and intelligence, for our 100th episode back in September 2024. A lot has happened since then (to say the least), so we wanted to once again open up the mailbag and find out what was on the minds of Know Y…

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575: Ty Haney on Being Ousted From Her Own Company: The Lesson's Learnt & How to Bounce Back 51:28

3M ago51:28

51:28

In this episode, Ty Haney, founder of Outdoor Voices, shares how she turned her public downfall into the blueprint for an even bigger comeback—building multiple new brands and redefining how community drives growth. She reveals: • How she built Outdoor Voices into a $100M cult brand by age 30 • Why the DTC playbook failed—and what she’s doing diffe…

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Trump's Epstein Problem [Teaser] 4:27

3M ago4:27

4:27

Listen to the rest of this premium episode by subscribing at patreon.com/knowyourenemy. Over July 4th weekend, the Department of Justice and FBI put out a memo essentially declaring "case closed" on the matter of Jeffrey Epstein, the well-connected sex criminal and pedophile who died (apparently) by suicide in federal custody in 2019. No more files…

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13.13 - Devil's Bargain 1:13:12

3M ago1:13:12

1:13:12

Lucifer teams up with an angel to restore his grace while Sam, Dean, and Cas have to deal with Ketch. We discuss the waste of a perfectly good cake, the benefits of going to an angel instead of a hospital, and the returning character that made Jess freak out. Patreon Bluesky Instagram TumblrBy Matt, PG, & Jess

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574: He's Building a $250M+ Business That Measures Success in Lives Saved | Andrew Lacy 51:55

3M ago51:55

51:55

In this episode, Andrew Lacy, founder of Prenuvo, shares how he went from two startup exits to building one of the fastest-growing health tech companies in the world—revolutionizing preventative healthcare with full-body MRI scans. He reveals: • Why most healthcare systems are reactive and backwards—and how Prenuvo flips it • How Prenuvo scaled fro…

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573: Building a $74M a Year Beauty & Community Empire | Trinny Woodall 51:07

3M ago51:07

51:07

In this episode, Trinny Woodall, founder of Trinny London, shares how she turned her mission to help women feel confident into a multi-million dollar global beauty brand. She reveals: • Why she focused on the overlooked 35+ market and won their loyalty • How she started with just £150,000 and her own wardrobe to fund the dream • The retention-first…