Tiger Sisters

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Having kids is no longer just a biological conversation… it’s an economic, emotional, philosophical, and existential one.

Today, we’re joined by comedians, writers, and podcast hosts Natasha Leggero and Sabrina Jalees from the ‘Good Enough’ podcast for one of the funniest (and most honest) conversations on the economics of parenting. From egg freezing and IVF, to breaking perfectionism, to parenting identities, to poop tracking (?), we discuss the hidden realities behind one of the most important decisions in life besides choosing your partner: the decision to become a parent. 

Tune in for lessons on:
✅ Egg freezing, IVF, and fertility timelines
✅ Why more women are having children in their 40s than in their teens
✅ The emotional and financial realities of raising kids
✅ How to know if someone will actually make a good parent
✅ Debunking pregnancy fears and the pressure to “do motherhood correctly”
✅ The hidden joy, meaning, and identity shifts that come with raising children
✅ “Good enough” parenting

This episode is chaotic, hilarious, emotional, and the conversation women are having privately… but rarely publicly.

Follow Natasha: @natashaleggero
Follow Sabrina: @sabrinajalees
Listen to Good Enough PodcastListen to Endless Honeymoon Podcast

Timestamps:
00:58: The second biggest decision you’ll make in your life
01:09: Introducing Natasha and Sabrina 
03:20: What goes into the decision to have kids?
06:28: Freezing your eggs 
08:28: Jean’s story about freezing her eggs 
11:28: Sabrina’s vision for her family 
13:57: Stats on U.S. fertility rates 
14:51: Should you have kids? Pros and cons 
18:16: Debunking pregnancy myths 
23:36: The intangible rewards of having kids 
26:15: What if you have a kid but… don’t like them? 
26:40: Inner child work and patience 
30:50: The importance of taking things in stride
31:20: Teaching resilience to your kids
32:47: The economics and cost of parenting 
34:30: Tips and tricks to save money while parenting 
39:17: How parenting humbles you 
42:54: More people are giving birth in their 40s than teens
45:44: How can you tell if a partner will be a good parent? 
54:25: Navigating the ticking clock 
56:19: Closing thoughts and the Good Enough Pod 

🐯👯‍♀️ 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: [email protected]

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 — https://www.sistersmatcha.com
🌀 Everything else — https://amzn.to/3z0dx5b

Thank you SoFi for sponsoring this video. Sign up here: https://www.sofi.com/TigerSisters  

What does it take to keep building when your company loses 98% of its value publicly? Jason Wilk knows firsthand what it feels like to live on the financial edge. Before building one of the biggest names in fintech, Jason was overdrafting his checking account while trying to survive as a young entrepreneur. 

Today, Jason is the founder and CEO of Dave, the fintech company helping millions of Americans avoid overdraft fees and access short-term credit in a smarter, more personalized way. But the road to success wasn’t smooth.

In this episode, we chat with Jason to understand what it actually takes to survive as a founder when the market turns against you, why mission-driven companies endure, and how AI is completely changing the future of banking and credit.

Tune in for tactical lessons on:
✅ Why the best businesses start with a personal pain point
✅ What it’s like to watch your company’s stock collapse 98%... and then recover
✅ The mindset founders need to stay calm during public failure and market chaos
✅ Why “growth at all costs” stopped working in tech and fintech
✅ How AI is transforming lending, underwriting, and access to credit
✅ Why traditional credit scores may become less important over time
✅ Why Jason believes discipline, patience, and self-belief matter more than credentials

This episode is a masterclass in resilience, founder psychology, financial innovation, and what it really takes to build through uncertainty. We hope you enjoy! 

Timestamps:
00:31: Episode intro 
00:46: Intro to Dave
01:20: What shaped Jason the most as an entrepreneur 
02:15: What’s behind the best companies? 
03:50: Jason’s origins in fintech and early Dave days 
06:10: How Jason built self-belief (and maintained it)
07:50: How he dealt with Dave’s stock collapse
10:07: Going public via SPAC (Special Purpose Acquisition Company)
14:38: How to lead during a crisis 
17:59: Where Jason sees the biggest opportunities in AI and fintech
22:42: What should founders in fintech learn from Jason’s challenges with Dave?
25:50: For someone who feels stuck financially, what should they do RIGHT now?
26:11: Mark Cuban’s all-time financial advice 
27:10: “Mild and Wild” Questions
31:11: Closing 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: [email protected]

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

Thank you to Shopify for sponsoring this video. Start now at https://shopify.com/tigersisters    
Thank you SoFi for sponsoring this video. Sign up here: https://www.sofi.com/TigerPlus
Sign up for our newsletter here: https://cherieluo.substack.com/subscribe

Watch on Spotify. If you’re subscribed to Spotify Premium, you don’t get any Spotify ads on my video.

And if you want to see us IN PERSON, grab your free ticket now for our first ever LIVE EVENT in Los Angeles on Wednesday, May 20th: bit.ly/4w4BIbf
 
LADIES (and humans alike): You’re allowed to want to be rich. Full stop.
Today, we’re sitting down with Vivian Tu, former Wall Street trader turned founder of one of the most influential financial platforms on the internet, Your Rich BFF. From analyzing how the wealthy think during market downturns, to redefining what it means to be financially independent as a woman, Vivian shares the exact mindset shifts that can change your financial future.

Tune in for lessons on:
✅ How the rich actually build wealth during economic downturns
✅ Why consistent investing beats trying to “time the market”
✅ The concept of the “FU number” and how to calculate your own financial freedom
✅ How to recession-proof your career and think strategically about stability vs. growth
✅ Why women need to stop feeling ashamed about wanting money
✅ The truth about friendships, jealousy, and finding people who celebrate your success
✅ Smart scripts for navigating expensive life moments without going broke

This episode is a workshop on thinking like an investor, owning your ambition, and building a life where money works for you… not the other way around.

Timestamps:
01:42: Welcoming Vivian to the show 
02:06: How do you build wealth during a recession? 
05:17: The true definition of a recession 
05:53: All about a K-shaped economy 
07:36: Why the feeling of loss is more magnified than a win 
09:33: How you should recession-proof your job during a recession 
12:03: How to un-brainwash women when it comes to wanting money 
16:15: The 2 things to do to remind yourself you’re worthy of wealth 
21:02: How to navigate those who don’t celebrate your wins 
26:34: Being a bridesmaid on a budget 
33:28: Calculating your “F.U” number 
39:38: Leasing Vs. buying cars
43:38: Should we aspire to own a home in this economy? 
47:25: Would You Rather: Rich Girl Edition
51:05: Closing 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: [email protected]

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

Thank you to OneSkin for sponsoring this video. Get 15% off OneSkin with the code TIGERSISTERS at https://www.oneskin.co/TIGERSISTERS #oneskinpod

Sign up for our newsletter here and be the first to access our upcoming LIVE EVENT: 
https://cherieluo.substack.com/subscribe

What does it take to lead at the highest levels of power? Today, we’re sitting down with Rahm Emanuel, former White House Chief of Staff to President Obama, former Mayor of Chicago, U.S. Ambassador to Japan, and one of the most influential (and outspoken) figures in American politics. 

From negotiating billion-dollar deals in Washington to navigating global diplomacy, Rahm breaks down how power really works and gives several valuable reflections on life, love, and relationships. 

Tune in for more on:
✅ How Rahm would lead a divided America
✅ The biggest mistake people make in negotiations
✅ Why trust is the most valuable currency in leadership
✅ What working alongside Obama taught him about communication and charisma
✅ His honest take on American power, global influence, and what’s broken right now
✅ The importance of family as a pillar in American life

This is a true masterclass on money, power, leadership, and the realities of being “in the room where it happens.” 

Timestamps:
00:56: Introducing Rahm Emanuel  
01:50: Will Rahm be our next President? 
02:20: How Rahm would lead a divided America 
06:24: The ‘Hunger Games’ of American politics 
08:16: How deals get done in Washington 
10:50: What you should do before sitting down to negotiate 
19:22: Is the US still the most dominant power in the world? 
21:08: 4 elements in the toolbox for diplomacy 
25:10: Rahm’s thoughts on the current administration’s social media use
30:18: Cherie, Jean, and Rahm do presidential impressions 
38:30: President Obama’s charisma and leadership style
45:08: How Presidents meet people where they are in crisis 
47:00: The most important role, aside from the President
54:10: Leaving the world a better place (Tzedakah)
55:00: Rahm’s love and dating advice 
58:30: Rahm’s sibling dynamic (meet the Tiger Brothers) 
1:05:31: Live improv debates
1:10:13: Rahm on the importance of family 
1:13:22: Closing 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: [email protected]

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

Thank you to Shopify for sponsoring this video. Start now at https://shopify.com/tigersisters 
Thank you SoFi for sponsoring this video. Sign up here: https://www.sofi.com/TigerPlus
Sign up for our newsletter here and be the first to access our upcoming LIVE EVENT: 
https://cherieluo.substack.com/subscribe

Have you ever walked away from a conversation with someone and thought: “how are they so magnetic?” Or, have you ever left a meeting and wondered: “why did I say it like that?”

Today, we’re joined by Professor Matt Abrahams – a world-renowned communication expert, Stanford GSB lecturer, host of the podcast Think Fast, Talk Smart, and Cherie’s former TEDx coach – to break down the science (and strategy) behind how to talk to anyone.

Tune in for lessons on:
 ✅ How to get out of your head and connect in real time
✅ The #1 mistake killing your communication
✅ Matt’s “What, So What, Now What” framework for confidence on the spot
✅ Tips to get in (and out of!) small talk
✅ The 5 stories everyone should have ready (for networking, interviews, and life)
✅ How to take your networking – and Zoom interviews – to the next level 

Plus, we get tactical with real exercises you can start using this week: from recording yourself, to building your personal “story bank,” to becoming what Matt calls a “communication athlete.”

Consider this your guide to thinking faster, speaking smarter, and connecting better 🤓

📝PS… Tiger Fam: We ran into a few technical difficulties this time and there were a few dips in audio levels, but we worked extremely hard to make it the best episode possible! What did you think? Did you even notice? We’d love your feedback!

Timestamps:
00:44: Episode Intro 
01:35: Introducing Matt Abrahams 
01:54: What actually makes someone easy to talk to? 
03:40: Why Matt records his students in different scenarios 
05:40: 5 fundamental stories everyone should have in their arsenal 
09:34: Matt’s go-to story… about toothpaste 
10:45: How to prepare to be spontaneous 
11:30: Being a “communication athlete” 
13:30: The Pin Drop Principle’s techniques 
14:30: The best way to have successful small talk 
17:38: How to get OUT of small talk 
21:34: How to judge yourself less while talking 
22:45: An improv game to try (“shout the wrong name”)
24:00: Why memorizing is so bad 
30:42: “What, so what, now what” framework to speak on the spot 
34:10: Bad vs. good apologies 
39:20: How to communicate while networking 
41:45: The science and art of “biz rizz” 
42:50: Tips for connecting on virtual meetings and calls 
45:32: Closing 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: [email protected]

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