Wealth Milestone Patterns

Rob Dyrdek shares his transformative experience with Tiger 21, an exclusive wealth management peer group that changed his perspective from self-preservation to generational wealth building. Through monthly portfolio defenses and peer learning, he gained deep insights into wealth management and long-term planning.

• Tiger 21 Group Structure:

  • 15 members of varying ages
  • Mix of wealth levels (100M to multiple billions in net worth)
  • Monthly portfolio defense meetings where members share all assets

• Core Benefits:

  • Complete transparency about wealth management strategies
  • Access to others' investment philosophies and advisors
  • Shift from self-preservation to generational preservation
  • Learning about wealth management vs. wealth creation

• Personal Impact:

  • Joined 2 years ago and found it "life-changing"
  • Developed a 100-year plan perspective
  • Expanded thinking to 500-year family legacy planning
  • Gained knowledge impossible to get from regular friendships

• Evolution of Financial Management:

  • Pre-2013: "Uninvestable" - spending heavily without proper management
  • Significant income but poor wealth management
  • High overhead costs ($5M/year for Fantasy Factory)
  • Large personal investments without strategic planning:
    • $2-4M in distribution company
    • $2M in skateboard movie
    • $2M in league development

• Key Learning:

  • Importance of peer groups for wealth management
  • Value of complete financial transparency
  • Need for structured wealth management approach
  • Focus on exponential growth through consistent direction