Dating Coworkers and Exes' Group Chat

In this first-ever unfiltered “Ask Us Anything” episode of Tiger Sisters, we finally spill it ALL on dating, love, and the wild questions you sent us. From red flags to the most romantic thing a date has done recently, nothing is off the table. 👀

We share:

✅ Our biggest turn-offs

✅ The reasons we’ve refused second dates

✅ The romantic gestures that made us melt

✅ The mistake we kept repeating in relationships until we finally learned

✅ Ghosting confessions

✅ Why dating at work almost always ends in disaster

✅ The brutally honest titles our exes’ group chats would have

🐯👯‍♀️ We’re the Tiger Sisters — Your Wall Street & Silicon Valley big sisters

Decoding Money • Power • Love

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Today’s episode is sponsored by:

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💌 Want to partner with us? Sponsorships: partnerships@tigersisters.co

⏰ Timestamps

00:00 Welcome to our Love AMA 💕

01:12 What’s your instant “ick”?

10:04 Pettiest reasons we’ve refused a second date

16:01 Sponsor Break: Square

17:08 The most romantic thing someone’s ever done for us

22:46 The #1 mistake we kept making in relationships

25:42 Sponsor Break: One Skin

27:01 Ghosting confessions (including one that came back years later)

31:24 Is it ever okay to date someone you work with?

38:08 If our exes formed a group chat… what it would be called

42:33 Wrap-up + like, comment & subscribe

👀 Newsletter: https://cherieluo.substack.com/

🎁 Survey: https://forms.gle/rXpQtbpwU3qShHW26

Why trust us?

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

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

▫️ Together: 4 Ivy degrees • built billion-dollar products • two startups — decoded for you

What you’ll get (and keep):

▫️ 🚀 Ivy League cheat sheets – no $250K tuition required

▫️ Personal finance playbooks – salary jumps, investing, money psychology

▫️ Networking scripts – behind $100M+ deals, job offers & VC intros

▫️ Real talk with unicorn founders, VCs, and billionaires

▫️ Mindset resets – clarity minus the pricey life coach

▫️ Style, wellness, and productivity hacks 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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