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Welcome to the very first installment in our new series called Tiger Sisters: Director’s Cuts. In these episodes, we revisit some of our favorite conversations from the past. Today, we’re digging back into our incredible episode with investor and 2x-founder, Kofi Ampadu.

From navigating systems that weren’t built for you to betting on yourself before you feel "ready," Kofi shares the frameworks that shaped his career. He also reflects on how he's now living a version of the life he envisioned more than a decade ago.

Tune in for lessons and new reflections on:

✅How to succeed when the rules of the game aren't designed for you

✅Why high-agency people focus on what they can control

✅The importance of writing down your goals (and sharing them with someone else!)

✅ Why waiting for the "perfect time" can quietly derail your dreams

✅ How Kofi evaluates whether he's having a good year, month, week, and day

✅ What founders, investors, and ambitious people can learn from long-term thinking

This episode is packed with frameworks and new reflections that you’ll want to apply TODAY!

Follow Kofi: @kofiampadu

Timestamps:

01:06: Introducing the Director’s Cut Series

01:58: How to watch this episode

04:43: Introducing Kofi to the audience

05:32: How Kofi learned to navigate rooms where he was different

07:55: The importance of highlighting wins for founders of color

09:31: A framework for making “the game” more fair for yourself

11:31: Inside Kofi’s journaling habit and takeaways

13:33: Making a life plan (and sharing it with a friend!)

15:01: Kofi’s early side-hustles (hello DoorDash?!)

21:53: How to be the captain of your own ship

22:58: Kofi’s early founder days living with his sister

30:18: Kofi and his wife’s “brown bag” research lunches

34:26: 3 Ways Kofi determines if he “won his day”

43:28: How failure is actually healthy

47:30: Red Flags in investing

52:15: True or False questions

55:44: Cherie’s biggest takeaways from the episode

57:35: Jean’s reflections on “the rules of the game” being rigged

1:01:22: Cherie and Jean reflect on the fear of failure

1:02:17: Why more companies should be funding women

1:05:55: Cherie’s reflections on Kofi’s family stories

1:10:07: Jean’s reflections on Kofi’s tracking systems

1:14:17: Closing thoughts

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The Game Is Rigged. Here’s How You Win Anyway (High Agency + Start Before You’re Ready) | Investor Kofi Ampadu

Tiger Sisters

The Game Is Rigged. Here’s How You Win Anyway (High Agency + Start Before You’re Ready) | Investor Kofi Ampadu