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July 11, 2025 45 mins

Jonathan "J Cron" Cronstedt reveals how he scaled Kajabi to $2B—and the failures that shaped him. A fast-paced dive into strategy, leadership, and staying human in a high-tech world.

Here's a glance at what you'll discover in this episode:

  • How to Manufacture Luck, Avoid Bad Advice, and Build a Business That Lasts: Billion-Dollar Lessons from a Serial Entrepreneur with Jonathan Cronstedt and Joe Polish
  • The Billion-Dollar Bullseye Formula: How Jonathan Cronstedt cracked the code on scaling businesses at warp speed—and why most entrepreneurs never make it past the first hurdle.
  • Bankruptcy, Arrogance, and Bad Advice: The three fatal mistakes that cost Jonathan everything in 2007—and how he turned rock bottom into a multi-billion-dollar comeback.
  • The Most Expensive Information in the World: Why taking the wrong advice—even for free—can cost you millions, and how to filter out the noise to find game-changing insights.
  • The Secret to Attracting Billion-Dollar Opportunities: How Jonathan's decision to take a 50% pay cut at Kajabi led to a $2 billion valuation—and why most people would have missed the opportunity.
  • The Leadership Mistake That Almost Sank Kajabi: The painful lesson in over-promoting employees, breaking them in the process, and the hidden cost of putting culture over strategy.
  • How to Manufacture Luck on Demand: The one mindset shift that increases your surface area for luck—and how Jonathan used it to go from struggling to running a billion-dollar empire.
  • AI Is Coming for Your Business—Here's How to Survive: The under-the-radar AI revolution Jonathan predicts will "rip a hole in society"—and why most entrepreneurs are completely unprepared for it.
  • The $670 Million Marketing Playbook: How one simple idea—giving customers a _________ —became the most profitable customer acquisition strategy in Kajabi's history.
  • The Hidden Trap of Success: Why selling your company, retiring early, or exiting your business can be the most dangerous thing you ever do—and the existential crisis no one warns you about.
  • The Future of Business in an AI-Driven World: The industries that will be decimated, the rise of micro-enterprises, and why Jonathan believes craftsmanship and human connection will be more valuable than ever.

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