Oren Klaff: Why Entrepreneurs SUCK at the Game of Money - THIS is the Key to Finding Winning Deals

Get ready for an in-depth exploration into The Game of Money.

Today's guest is Oren Klaff, a renowned expert in sales, pitching, and negotiation. He's the bestselling author of "Pitch Anything" and "Flip the Script," and the founder and manager of Intersection Capital, an investment and advisory firm. Oren has personally worked on over $2 billion in deals, with that number growing daily.

In this episode, you'll learn how to differentiate strong investments from weak ones, identify the hidden pitfalls in deal terms, and discover strategies to access high-quality opportunities. We'll also dive into the key traits you should look for in the people behind the deals and explore why so many entrepreneurs excel in The Game of Business but struggle in The Game of Money.

Key Moments

0:00 Intro

1:53 The Game of Money is Different Than The Game of Business

5:40 Why Entrepreneurs Get Crushed in The Game of Money

11:10 Understanding the Rules of the Game

17:15 Should Entrepreneurs Even Try to Learn the Game?

23:13 What Investors Really Need to Know

27:50 Venture Capital Cheat Codes to Look Out For

37:00 How to Find Aligned Investors

42:25 How to Find Good Deals

46:53 Reasons You Can’t (and Won’t) Get Access to the Right Deals

52:25 What Oren Is and Isn’t Betting On

58:27 Deals Come from Ecosystems

1:01:00 Where Oren’s Passion Comes From

1:05:15 Lightening Round

Mentions

• Pitch Anything: An Innovative Method for Presenting, Persuading, and Winning the Deal by Oren Klaff
• “Competitive Advantage: Creating and Sustaining Superior Performance” by Michael E. Porter
• pitchanything.com
• okstoneinc.com

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