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 ~

...

Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 —podcastchoices.com/adchoices

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

Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 —podcastchoices.com/adchoices

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:<...

Learn more about your ad choices. Visit podcastchoices.com/adchoices

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: [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/3...

Learn more about your ad choices. Visit podcastchoices.com/adchoices

Thank you to Shopify for sponsoring this video. Start now at http://www.shopify.com/tigersisters 

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

Most people think professional investors have some kind of secret formula for picking stocks. In reality, the edge comes from something much simpler: curiosity, discipline, and asking better questions than everyone else.

In today’s episode, we sit down with Imran Khan, founder of Proem Asset Management and former Chief Strategy Officer at Snapchat, to break down how hedge fund managers actually make investment decisions.

Tune in for tactical lessons on:

✅ The first rule Imran uses before investing in any company

✅ Why buying a stock because it’s “cheap” is one of the most common investing mistakes

✅ Breaking down: “The market likes to make fools of the greatest number of people”

✅ Why consensus thinking can be dangerous and when contrarian thinking works

✅ How professional investors analyze risk, sentiment, and market psychology

✅ How AI is changing investing: from comparing filings to analyzing sentiment

✅ Why pattern recognition is one of the most valuable skills in investing over time

✅ A simple strategy for beginners: start small and build your investing muscle

Consider this episode a practical guide to how professional investors actually think about markets, and how YOU can apply the same frameworks to your own financial life.

Timestamps:

00:39: Episode topics 

00:51: Intro to Imran Khan 

01:31: The biggest shift in investing over the past 30 years

03:25: The #1 Investing Rule: Never invest in something you don’t understand

05:00: The investing edge hiding in boring documents (10Ks, S1s)

05:52: The #1 skill great investors share: curiosity

06:35: “Market likes to make fools of the greatest number of people”

07:40: Why contrarian investors can be wrong for years

09:10: Meme stocks, retail investors, and the Robinhood era

09:32: Why the market has always been speculative

17:53: Using AI to understand sentiment 

19:18: Never buy a stock just because someone told you to

22:02: Never buy a stock because it’s “cheap”

25:55: The hidden force behind stock prices: trust

28:23: The simplest way to start investing (even with $5)

30:06: Building your investing muscle over time

31:22: How investors develop pattern recognition

32:48: Learning your personal risk tolerance

35:10: Rapid fire questions with Imran

37:12: Snapchat storytime 

39:05: Wrap up

🐯👯‍♀️ 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 —podcastchoices.com/adchoices

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

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

What if the language of money is actually a social skill? At work dinners, networking events, and founder circles, people casually throw around phrases like “Series B,” “cap table,” and “private equity acquisition.” And if you don’t speak this language, it’s easy to feel like an outsider. 

In today’s Remix episode, we’re combining two of our most informative episodes:  Venture Capital 101 and Private Equity 101.

By the end of this episode, you’ll know: who to take money from; when not to, and how to protect yourself when capital enters the room.

Tune in for tactical lessons on: 

✅ The need-to-know concepts of Venture Capital and Private Equity

✅ How startups go from seed → Series A → unicorn

✅ Why venture capital is actually a power game built on networks and social capital

✅ How PE firms make billions through leveraged buyouts 

✅ What it means for you as an employee, founder, or customer when PE takes over

Take it from us: once you understand how capital moves, you start to see the incentives behind every decision… and the power behind every company.

Timestamps:

01:25: What you’ll learn in this capital masterclass

02:10: Top 5 Parts of Venture Capital

02:34: Venture Capital defined 

03:05: Stages of investing (pre-seed, Series A, Series B)

04:45: Example: Airbnb’s journey

07:10: What “B2B SaaS” actually means (and why VCs love it)

08:30: The 3 things VCs look for: team, market, traction

10:10: Why the team matters more than the idea

11:45: Understanding TAM (total addressable market)

13:40: What traction and product-market fit look like

16:40: Mini Exercise: Map your social capital 

18:30 The dark side of venture capital

20:40 Why VCs push startups toward extreme growth

21:30: Biggest mistake founders take

25:41: Thinking like a VC in your own life

26:12: Portfolio strategy: don’t put all your eggs in one basket

26:45: Conviction over consensus (contrarian thinking)

28:10: Optionality: always create more choices

30:00: Mini Exercise: Dream big & share your one bet 

32:50 Transition: What happens after VC? Enter: PE

34:26: Private Equity defined in 3 parts

335:09: How PE is different from VC

35:50 How PE firms actually make money

37:28: Leveraged buyouts (LBOs) explained

38:50 Case study: Toys “R” Us and the risk of leverage

40:02: Why PE often gets a bad reputation

43:53: When PE actually improves companies

44:30: How PE affects employees and customers

46:12: Closing thoughts and reflections

🐯👯‍♀️ 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 —podcastchoices.com/adchoices

What if the most important skill for your career, relationships, and life… is simply learning how to ask? Today, we sit down with former CEO of Match Group, Mandy Ginsberg, to explore what really happens at the intersection of love, data, power, and reinvention. From scaling the business behind Tinder and Match, to serving on nearly 14 boards (and counting) throughout her career, Mandy teaches the art of making high stakes decisions. 

We get into:

✅Why “just ask” is one of the most underrated career skills (and why women are less likely to do it)

✅The real impact of asking for raises, promotions, and opportunities, and how it compounds over time

✅How to recognize when it’s time to leave (even at the top) and how to reinvent yourself

✅The mindset shift from operator → board member 

✅How top companies think about compensation, incentives, and the psychology of risk

✅The power of community-building as a leadership skill

✅ How to intentionally build relationships that compound across your entire career

Plus, we explore the human side of leadership; from running a company alongside your closest collaborator, to learning that you don’t have to be the star player to build something iconic.

If you’ve ever wondered how to ask for more, when to walk away, or how to navigate power in your career, this episode is your playbook. Because at every level, you don’t get what you deserve… you get what you ask for.

Timestamps:

00:27: Meet Mandy (Match Group CEO)

02:00: The evolution of dating apps

06:54: Knowing when to leave

07:24: Leadership and self-doubt

09:05: From operator to board member

10:14: What makes a great board member?

10:42: Crisis leadership (JCPenney)

11:00: Disrupting your own business

12:24: First board seat (Care.com)

13:58: Staying close to innovation

14:18: Board “superpowers”

16:25: Compensation as psychology

18:02: Equity vs cash decisions

18:43: Most people avoid risk

20:23: Pay transparency origins

20:47: Scaling Match Group

21:16: Women & under-asking

31:17: Power of networks

31:47: Investing in relationships

34:06: Mild & Wild Question Game

38:23: Competition vs self

38:53: Internal drive

39:14: Outro

🐯👯‍♀️ 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

Learn more about your ad choices. Visit podcastchoices.com/adchoices

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

Everyone is talking about AI, but most people are still using it like a Google search. In this episode of the Tiger Sisters podcast, we show you how to actually use AI as a personal life upgrade tool to become healthier, happier, and yes… even hotter.

From personalized workout plans and nutrition systems to beauty analysis, productivity hacks, and mindset prompts, AI is quickly becoming one of the most powerful everyday tools available. The people who know how to use it well are gaining a serious advantage, and we want you to have that too. 

Tune in for lessons on:

✅ How AI can help navigate conflict, customer service, and awkward conversations

✅ AI prompts for stress management, journaling, and mental clarity

✅ The viral prompts people are using to optimize skincare, style, and appearance

✅ Using AI to analyze outfits, makeup, and personal aesthetics

✅ How to use AI as a personal trainer and workout planner

✅ Turning AI into a nutritionist and meal-planning assistant

We also share important warnings about where AI gets things wrong, how to protect your privacy, and why AI should be treated as a TOOL and NOT a doctor, therapist, or best friend.

If you’ve ever wondered how to actually use AI in your everyday life and not just for work, this episode is for you.

**DISCLAIMER: AI is a tool, not a doctor or sentient advisor; so please make sure to double-check anything high-stakes and be careful about sharing personal health information.

Timestamps: 

01:51: Episode goals

03:12: Women are 25% less likely to use AI than men

04:08: Using AI to be healthier 

05:24: Cherie’s anecdote: AI tools to track swim workouts

09:25: Three AI Prompts for fitness 

12:18: Using AI to help with healthy eating 

19:50: Using AI to be “hotter”

20:14: AI Prompt #1: How old do I look?

22:24: AI Prompt #2: Mirror Selfies to improve fashion 

24:12: AI Prompt #3: Helping with hair wash schedule 

24:53: AI Prompt #4: How can I improve my makeup?

26:15: AI Prompt #5: What’s my color scheme?

28:10: Using AI to be happier 

28:46: AI Prompt #1: Act as my life coach 

29:59: AI Prompt #2: Journaling parameters

33:40: Using AI to interface with customer service 

36:28: Using AI for astrological analysis 

37:30: Closing thoughts and disclaimers 

🐯👯‍♀️ 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 —podcastchoices.com/adchoices