Jon Youshaei, a journalist focused on creators, joins to share insights on building wealth through content creation. He discusses overcoming public speaking fears and the importance of authenticity in storytelling. The conversation explores essential strategies like creating and repurposing content, establishing revenue streams, and the significance of financial literacy. Jon emphasizes that success requires a disciplined approach, showcasing the journey of creators while shedding light on the evolving creator economy.
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volunteer_activism ADVICE
Systemize Repetitive Work
Create SOPs for any task that has more than three steps and repeats more than three times.
Use laminated checklists to force implementation and reduce distractions on phones.
volunteer_activism ADVICE
Make Checklists Hard To Ignore
Print and laminate critical SOPs so teams can't ignore them on distracting devices.
Require sign-offs or photo proof to enforce checklist compliance and reduce repeated mistakes.
insights INSIGHT
Every Piece Is Your Portfolio
Treat every piece of content as a portfolio item that represents your work to strangers.
Aim for high-quality internal notes because they become your public resume over time.
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I sat down with my friend Jon Youshaei ( @youshaei ) to get real about what it takes to build content that actually drives business. We dug into how I face down public speaking fears, deal with critics, and why showing both the grit and the glam is essential. I also shared exactly how I make money—through my holding company of “boring” businesses, my media brand, and investments—plus the systems I use to scale it all. We talked deal-making, financial literacy as a moat, and the responsibility creators have to tell the truth. If you’re serious about building wealth and not just followers, this episode is for you.
00:00 Introduction
00:02 Navigating the World of Business Content
00:23 Overcoming Fear and Criticism
01:27 The Concept of 'Show Don't Tell'
02:41 The Moment of Realization
03:01 Curiosity and Financial Literacy
03:31 Changing the Investment Landscape
06:48 The Importance of Processes and Systems
12:38 Creating High-Quality Content
14:47 Repurposing Content and Finding Viral Moments
20:08 Building a Community with Cult Sayings
22:36 Consistency in Personal and Professional Identity
23:00 Building a 21st Century Media Company
24:31 Breaking Down Income Streams
29:05 The Challenges of Brand Deals
32:55 The Value of Education and Info Products
38:59 The Importance of Deal Making
44:44 Facing Business Challenges
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