Lessons From Our Exes: 5 Red Flags We Ignored

Thank you SoFi for sponsoring this video. Sign up here: https://www.sofi.com/TigerSisters Sign up for our Substack here: https://cherieluo.substack.com/subscribe?utm_source=menu&simple=true&next=https%3A%2F%2Fcherieluo.substack.com%2Fabout 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 🐯👯‍♀️ We’re the Tiger Sisters — your Wall Street & Silicon Valley big sisters Decoding Money • Power • Love ✨ New episodes every Monday | Shorts all week ✨ 💌 Want to partner with us? Sponsorships: partnerships@tigersisters.co 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 👉 Hit Subscribe & tap the 🔔, then leave a ⭐️⭐️⭐️⭐️⭐️ review on Spotify & Apple Podcasts. It takes 10 seconds and makes a massive difference in helping new people discover Tiger Sisters. 🛍️ Items: 🍵 Sisters Matcha — www.sistersmatcha.com 🌀 Everything else — https://amzn.to/3z0dx5b