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

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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
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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 
🐯👯‍♀️ We’re the Tiger Sisters — your Wall Street & Silicon Valley big sisters Decoding Money • Power • Love
✨ New episodes every Monday | Shorts all week ✨
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Why trust us?
▫️ Cherie Brooke Luo — 100M+ views demystifying tech, finance & MBAs
▫️ Jean Luo — ex-Goldman Sachs, ex-Snapchat exec, 50+ AI patents, startup investor
▫️ Together: 4 Ivy League degrees • built billion-dollar products • two startups — decoded for you
What you’ll get (and keep):
▫️ 🚀 Ivy League cheat sheets — no $250K tuition
▫️ Personal finance playbooks (salary, investing, negotiation)
▫️ Networking scripts behind $100M+ deals & job offers
▫️ Real conversations with CEOs, operators & investors
▫️ Mindset resets — clarity without the pricey coach
▫️ Systems for career, money, and long-term growth
💛 LET’S CONNECT
~ CHERIE ~
Instagram — /cherie.brooke
TikTok — /cherie.brooke
Substack — cherieluo.substack.com
LinkedIn — /cherie-luo
~ JEAN ~
Instagram — /jeanluo_
LinkedIn — /jeanluo
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