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10 Insights for Overcoming Any Obstacle | Ryan Holiday
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10 Insights for Overcoming Any Obstacle | Ryan Holiday

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Ryan Holiday is media strategist for notorious clients like Tucker Max and Dov Charney. After dropping out of college at 19 to apprentice under the strategist Robert Greene, he went on to advise many bestselling authors and multi-platinum musicians. He is the Director of Marketing at American Apparel, where his work in advertising was internationally known. His strategies are used as case studies by Twitter, YouTube and Google and have been written about in AdAge, the New York Times, Gawker and Fast Company.


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  • 1. Powered by insights from Ryan Holiday
  • 2. This presentation consists of highlights from the interview with Moe Abdou, founder & host of 33voices®.
  • 3. Ryan Holiday Ryan Holiday is media strategist for no- torious clients like Tucker Max and Dov Charney. After dropping out of college at 19 to apprentice under the strategist Robert Greene, he went on to advise many bestselling authors and multi-plat- inum musicians. He is the Director of Marketing at American Apparel, where his work in advertising was internation- ally known. His strategies are used as case studies by Twitter, YouTube and Google and have been written about in AdAge, the New York Times, Gawker and Fast Company. @RyanHoliday
  • 4. 1 Next time you face an obstacle, remember this from Marcus Aurelius: “The impediment to action advances action. What stands in the way becomes the way.”
  • 5. 2 When you accept that most of your obstacles are internal, you’ll defeat them by following this three step approach:
  • 6. 2 When you accept that most of your obstacles are internal, you’ll defeat them by following this three step approach: Reframe your perception to see the hidden opportunity
  • 7. 2 When you accept that most of your obstacles are internal, you’ll defeat them by following this three step approach: Commit to taking the right action
  • 8. 2 When you accept that most of your obstacles are internal, you’ll defeat them by following this three step approach: Lean on your Will for fortitude and wisdom
  • 9. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle:
  • 10. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle: Stay objective
  • 11. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle: Choose to remain calm
  • 12. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle: Choose to identify one positive in the situation
  • 13. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle: Choose to embrace the present moment
  • 14. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle: Choose to only focus on what you control
  • 15. 3 Keep these in mind the next time you’re faced with an insurmountable obstacle: Choose to only focus on what you control
  • 16. 4 Be alert that your observing eye sees what’s there, thus it’s strong.It’s your perceiving eye that sees the obstacles beyond that, which is what makes it weak.
  • 17. 5 The only way you’ll overcome your obstacle is to go through it. Try this:
  • 18. 5 The only way you’ll overcome your obstacle is to go through it. Try this: Focus on the process
  • 19. 5 The only way you’ll overcome your obstacle is to go through it. Try this: Do only the one thing that needs to be done now
  • 20. 5 The only way you’ll overcome your obstacle is to go through it. Try this: Stay on the offensive
  • 21. 5 The only way you’ll overcome your obstacle is to go through it. Try this: Iterate and improve
  • 22. 6 In every situation, life is asking you a question, and your action is the answer. Answer well by being: unselfish, dedicated, masterful and creative.
  • 23. 7 The only thing that will never be affected by external factors is your will.harness it by learning to surrender to what is.
  • 24. 8 Learn to conquer your willpower by:
  • 25. 8 Learn to conquer your willpower by: Always accepting what you’re unable to control
  • 26. 8 Learn to conquer your willpower by: Always managing your expectations
  • 27. 8 Learn to conquer your willpower by: Always persevering
  • 28. 8 Learn to conquer your willpower by: Always submitting to a greater, larger cause
  • 29. 8 Learn to conquer your willpower by: Always remembering your mortality
  • 30. 9 Be mindful of your “Inner Citadel” - it’s that fortress inside of you that prevents any external adversity from breaking you down. Strengthen it during good times so you can depend on during difficult times.
  • 31. 10 Learn not to give in to adversity, not to trust prosperity, and to always take full note of fortune’s habit of behaving just as she pleases.
  • 32. Can you identify one positive that emerged from your last major challenge? REALLY REFLECT...
  • 33. Connect WITH US! Tell us what you think Chase@33voices.com