Three Questions That Signal It's Time

In this Tiger Sisters episode, Jean and Cherie revisit one of the most shared conversations in our community: how to stop settling without blowing up your entire life. This episode is both a mirror and a roadmap — designed to help you get honest with yourself, listen to your body, and make intentional decisions about the year ahead.

We’re bringing this episode back because this is the exact moment people quietly lock in another year of a life that feels… fine. And you deserve more than fine.

We share:
✅ The simple question that reveals whether you’re settling
✅ Why your body knows the answer before your brain does
✅ How to get honest with yourself without burning everything down
✅ Why “stop settling” applies to careers, relationships, and identity
✅ How small decisions today quietly shape your next year
✅ Why this episode resonated so deeply with our audience

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Timestamps:

2:10 Same job, same relationship patterns, same life

4:05 Why most people avoid answering this honestly

6:30 Don’t answer with logic — notice your body’s response

9:15 This episode is a mirror, not a judgment

11:40 Why “stop settling” doesn’t mean blowing up your life

14:20 The quiet decisions that lock in another year

17:05 Why this conversation resonated so deeply

19:45 How to create change without chaos

22:10 This applies to career, love, and identity

24:50 The cost of staying comfortable

27:10 What to do if you’re scared but know it’s time

29:10 Final reflection: choosing yourself

https://cherieluo.substack.com/

▫️ 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

▫️ 🚀 Ivy League cheat sheets — no $250K tuition
▫️ Personal finance playbooks (salary, investing, negotiation)
▫️ Networking scripts behind $100M+ deals & job offers
▫️ Real talk with CEOs, operators & founders
▫️ Mindset resets — clarity without the pricey coach
▫️ Lifestyle, wellness & productivity systems that actually work

💛 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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🎵 Music: Sammy Signal
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