107: Mastering PR & Why Ego is Your Worst Enemy with Ryan Holiday

107: Mastering PR & Why Ego is Your Worst Enemy with Ryan Holiday

No one ever "gives" an entrepreneur a job, they make one for themselves. Entrepreneurs don't ask for permission, they just do. And no one exemplifies this better than Ryan Holiday who has made an entire career out of refusing to play by the rules. As a writer he started off by dropping out of college to apprentice under Robert Greene as a research assistant. To date he's published 5 bestselling books, his first book now being taught in colleges around the world. As a marketer he got his first job as the Director of Marketing at American Apparel by starting off as a marketing consultant and catching the eye of founder Dov Charney. Today, he works as a world-renowned media strategist he can count among his list of clients the likes of Tim Ferriss, Tucker Max and Linkin Park just to name a few. So how did he manage to achieve so much all before turning 30? For Holiday it's a mastery of two things: the media and your own self-development. "I found that the more that I go out and learn stuff on my own, the more opportunities I create through me, then the better I am at my job," he said. We speak with Ryan as where we talk everything from his process to media strategy to his advice on how to always keep learning in order to be successful. In this episode you will learn: The secret to getting driving attention to your business with social proof How to pitch journalists, bloggers and reports from major media channels The importance of self-reflection and humility in order to succeed What works and doesn't work when it comes to successful PR Where to go and what to do when you need a mentor & much more!

Episoder(613)

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

Most founders won’t say this out loud… work-life balance doesn’t really exist. At least not in the early years. I didn’t want balance — I was obsessed. I worked until 5 a.m., skipped sleep, skipped ho...

27 Jan 10min

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

One billion dollars. That’s what today’s guest built — after being rejected on Shark Tank, nearly going bankrupt multiple times, and spending millions before making a single sale. In this video, Jam...

22 Jan 55min

624: (Solo) How to Create More Than You Consume (Without Burning Out)

624: (Solo) How to Create More Than You Consume (Without Burning Out)

Most founders drown in content — YouTube, TikTok, newsletters, podcasts — but they rarely create anything themselves. And here’s the problem: consumption doesn’t build businesses; creation does. In...

20 Jan 9min

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

Jordan Harper built an eight-figure skincare brand in its first year by maxing out five credit cards while already $500,000 in debt — and never raised a single dollar from investors. In this inter...

15 Jan 55min

622: (Solo) The Truth About Founder-Led Content in 2026

622: (Solo) The Truth About Founder-Led Content in 2026

Founder-led branding isn’t dead — but it is evolving fast. Showing your face and posting “day in the life” content is no longer enough to stand out. The bar has risen, audiences have matured, and what...

13 Jan 8min

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

Nala was built by two founders with no fashion background who invested $200,000 before making a single sale and went on to sell over 400,000 pieces in just two years. In this interview, Chloe and ...

8 Jan 51min

620: (Solo) The Secret to Making Bold Business Moves With Confidence

620: (Solo) The Secret to Making Bold Business Moves With Confidence

One of the biggest challenges founders face — especially at the end of the year — is knowing what to do next and feeling confident that the move you're about to make is the right one. Certainty feels ...

6 Jan 11min

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

Adam Ewart turned a £50 excess baggage fee into a global bootstrapped logistics company operating in 145 countries and staying profitable for 15 straight years. In this interview, Adam breaks down ...

1 Jan 48min

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