Lessons From Our Exes: 5 Red Flags We Ignored

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Grab your matcha, Tiger Fam because this week we're getting personal. 💔

Today, we're breaking down the Top 5 Lessons We Learned From Our Exes: the red flags we ignored, the mistakes we made, and the hard truths we wish someone had told us sooner. Because as we always say: relationships aren't just emotional, they shape your confidence, your finances, and your career trajectory too.

Think of this episode as a public service announcement from our former selves.

Tune in for: 

✅ Why putting someone on a pedestal is actually a decision-making problem

✅ The real reason age-gap relationships can go sideways

✅ Why dating for money is the wrong move (and what to look for instead)

✅ The golden rule: Don't sh*t where you eat (we learned this one the hard way)

✅ How to spot a love bomber before you're already in too deep

Every lesson comes backed with psychology, research, and our own lived experience,  because your love life deserves the same rigor you'd apply to any major life decision.

Consider this your relationship due diligence guide. Let's get into it. 🐯

Timestamps:

00:48: Episode Intro 

02:08: Lesson #1: Don’t put anyone on a pedestal 

02:50: Jean’s personal anecdote 

07:28: Why it’s dangerous to put someone on a pedestal 

09:00: The business lesson (don’t put founders on a pedestal) 

12:12: How to know if you’re putting someone on a pedestal 

13:08: Lesson #2: Mind the age gap 

13:36: Cherie’s personal anecdote 

16:13: Jean’s personal anecdote 

24:54: Why the age gap matters in different life stages

26:21: Lesson #3: Don’t date for money: date for track record 

31:17: What to look for in a partner *outside* bank account 

32:45: Lesson #4: Don’t sh*it where you eat

33:37: 3 major risks of workplace relationships 

34:10: Cherie’s personal anecdote

36:05: Why it’s difficult to work with friends

39:00: Lesson #5: beware of the love bomber

39:20: Jean’s personal anecdote 

43:30: What to do if you’re being love bombed 

45:30: The importance of boundaries 

48:08: Conclusion and lasting thoughts

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▫️ Cherie Brooke Luo — 100M+ views demystifying tech, finance & MBAs

▫️ Jean Luo — ex-Goldman Sachs, ex-Snapchat exec, 50+ AI patents, startup investor

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