My boyfriend Venmos me for everything — is that a red flag?

💬 You earn more than your boyfriend. Your work bestie’s acting weird after your promotion. And your boss just commented “🔥” on your vacation pic.

In this unfiltered Tiger Sisters Hotline episode, Jean and Cherie take on your real-life dilemmas about money, power, and love… from splitting expenses with a partner to navigating awkward office politics. Honest advice, real strategy, and a lots of sisterly tough love.

We share:

✅ What to do when your work bestie turns cold after your promotion

✅ How to handle overfriendly bosses on social media

✅ The red flags in love and friendship when money becomes transactional

✅ How to talk about money with your partner (without making it awkward)

✅ When to split fairly vs. evenly — and why fairness isn’t always 50/50

✅ Why every relationship needs an operating system

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

Decoding Money • Power • Love

✨ New episodes every Monday | Shorts all week ✨

🎯 This episode is sponsored by OneSkin: 

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

⏰ Timestamps

00:00 Welcome to the Tiger Sisters Hotline

00:55 Spotify Radar and rebrand glow-up

03:14 Dilemma #1: I make more than my boyfriend — should I pay more rent?

04:10 How to talk about money minus the awkwardness

07:44 The $10,000 thought experiment

10:46 Why you need an “operating system” for your relationship

14:00 The 70/30 rent rule and what actually feels fair

16:18 Ad Break: OneSkin

17:47 Dilemma #2: I got promoted over my work bestie — now it’s awkward

19:24 Leading with compassion and when to escalate

23:47 Dilemma #3: My boss comments on all my Instagram posts

25:04 Setting social media boundaries at work

27:02 Dilemma #4:: My boyfriend Venmo's me for everything

30:43 Cherie’s $2.80 water-bottle story

32:36 Transactional vs. generous relationships

34:00 The “standard deviation” theory of compatibility

35:57 Wrap-up

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

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

▫️ Lifestyle, 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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🎵 Music: Sammy Signal – https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS 

🛍️ Items: 

🍵 Sisters Matcha – www.sistersmatcha.com

🌀 Everything else – https://amzn.to/3z0dx5b