Tiger Sisters

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

What if the fastest way to become a CEO isn’t launching a startup, climbing the corporate ladder, or building a personal brand, but buying a business that already works?

In this episode of Tiger Sisters, Jean and Cherie break down Entrepreneurship Through Acquisition (ETA), also known as “M&A for Hot People,” and how people buy “boring” cash flow businesses that quietly create millionaires.

Tune in as we cover:
Why “buy then build” can beat starting from zero
Search funds explained, how they work, & who they are for
The boring businesses that print cash and what to look for
The biggest red flags, and who should not do this

Then special correspondent Codie Sanchez, the internet’s biggest advocate for buying boring businesses, joins Jean and Cherie for a big picture conversation about building financial freedom and how women can leverage their strengths to thrive as CEOs.

Whether you’re climbing the corporate ladder, an aspiring founder, a burnt out startup employee, or just curious about how wealth gets built outside of Silicon Valley & Wall Street, this episode will change how you think about ownership.

... because sometimes the hottest move is buying something boring 💅

Timestamps:
00:01:18 Our episode outline
00:01:55 Buying & then build the business
00:02:30 What is a search fund?
00:05:18 Jean’s experience with search funds
00:10:24 Factors to balance during acquisition
00:11:46 Stanford vs. Harvard search fund history
00:19:05 Who this is for and NOT for
00:19:57 Welcome Codie Sanchez
00:22:34 How to buy a business with $0
00:29:19 The risk for women in entrepreneurship
00:35:45 There is no last best deal
00:36:30 Learn on someone else’s dime
00:37:50 How women are losing as investors
00:44:09 Why women in business should wear makeup
00:48:20 Codie’s secret to negotiation
00:50:27 There are 3 types of men to negotiate with
00:55:54 Rollups and economies of scale
1:00:00 - Cherie’s traffic cone business anecdote
1:06:05 - 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

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

Is single actually the new power move? Or are we collectively living through a full-blown Relationship Recession? Or can both things be true?

In honor of "Galentine's Day," Jean and Cherie take you through another in-depth 'Cultural Investigation' where they trace the evolution of what a "woman should be" — from housewife, to rebel, to Girl Boss, to Trad Wife — and land on a potentially new archetype: the Successful Single Woman. 

 🔎Along the way, they break down:
- How 1st, 2nd, and 3rd wave feminism have shaped women’s options and expectations
- Why we’re seeing record levels of singlehood across genders 
- What Bumble founder Whitney Wolfe Herd represents in the “have it all” era
- How dating apps, modern burnout, and rising standards are changing what people will tolerate in love

And make sure to stay tuned for Jean's first ever "Recession Lesson" where she applies economic recession frameworks to relationships and shows why you DON'T need to be fully depressed about our 'Relationship Recession' 🤓

Whether you’re single, coupled up, in a situationship (hopefully not), or exploring other unconventional partnerships: this one’s for you.'

Timestamps
00:50:  Introduction + Focus of Episode 
1:20: Stats about Singlehood 
1:45: Female Archetypes throughout history 
3:57: SoFi Ad 
4:25: Origins of “Galentine’s Day”
5:11: Defining 1st, 2nd, and 3rd Wave Feminism 
7:40: 4th Wave Feminism & the freedom to choose an archetype
8:46: Case Study of the “OG Girl Boss” - Whitney Wolf Herd
11:57: Girl Bossing too close to the sun 
13:13: The Resurgence of the “Trad Wife”
14:05: The ability to choose your own archetype 
15:47: SoFi Crypto Ad 
16:34: Introducing the Relationship Recession (facts & figures)
19:20: Challenging the idea that having a boyfriend is “embarrassing”
22:11: Jean’s “Relationship Recession” Lesson 
24:10: Solutions for the Relationship Recession 
26:57: Cherie applies the “Pattern Interruption’ framework to dating
32:04: Cherie’s takeaways from the episode 
34:10: Jean’s takeaways from the episode 
35:06: Explaining a “celebration cake” to celebrate small wins 
36:05: Conclusion

🐯👯‍♀️ 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 SoFi for sponsoring this video. Sign up here: https://www.sofi.com/TigerPlus

Is the “Male Loneliness Epidemic” actually an epidemic, or is there something else going on here? Are men actually lonelier than women, or just louder about it? Why is male loneliness framed as a public crisis, while female loneliness is treated as a private burden? After examining the increase in loneliness across the board, Jean and Cherie sit down with first ever “Male Correspondent,” Ron Busby, to learn more about his experiences and ideate on solutions. 

This episode is for anyone who’s been affected by loneliness or isolation in one way or another, and anyone who wants to help build a more connected world.

If this conversation brings up difficult feelings or you’re struggling with loneliness or depression, you’re not alone. In the U.S., you can call or text 988 to reach the Suicide & Crisis Lifeline — a free, confidential support line available 24/7

📖 Additional Resources from Ron:
For men:
The Will to Change—by Bell Hooks
The Adonis Complex—by Harrison Pope
Masculinities—by Raewyn Connell
Giovanni’s Room—by James Baldwin

For women:
We Should All be Feminists—by Chimamanda Ngozi Adichie
The Second Sex—by Simone de Beauvoir
Gender Trouble: Feminism and the Subversion of Identity—by Judith Butler

For a better community:
Here for It—by R. Eric Thomas
Between the World and Me—by Ta-Nehisi Coates
Loneliness—by John T. Cacioppo

If you want to get involved in the work Ron is doing: 
@ronbusbyjr across all socials for personal updates
@seedthevote to get involved in volunteering (door knocking and talking to rural communities during election seasons; flights/hotels/rental cars covered.) 
 @byblack.us - Ron’s day job :)

🐯👯‍♀️ 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]

⏰ Timestamps
0:00: Cold Open
1:12: Introduction 
1:36: Three action items for today’s episode 
3:57: Defining loneliness in its many forms
7:06: Scott Galloway on rising levels of loneliness in men
8:25: Male loneliness as a public vs private problem
11:05: Did Cherie just solve male loneliness via gardening?
18:18: Welcoming Ron Busby to the show
19:38: Male loneliness vs male alienation 
22:48: Defining the “manosphere”
27:50: Exploring an inclusive strategy to alleviating male loneliness
29:36 Defining a “Chad”
30:40: New beauty standards for men
39:00: Analyzing male loneliness in the dating world
40:45: Solutions for men and women to alleviate the issue
48:00 Lasting thoughts and key takeaways 

✅ 988 Suicide & Crisis LifelineCall or text: 988Chat: 988lifeline.orgAvailability: 24/7, free, confidentialThis is the gold standard right now. It’s not only for people in immediate suicidal crisis — it’s also for those feeling lonely, depressed, overwhelmed or supporting someone else who’s struggling. If you’re outside the U.S., visit findahelpline.com to locate a local support line in your country.

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

💛 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.

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

Most people rush into a new year with new "goals" without ever questioning the systems running their lives. 

In this Tiger Sisters episode, Jean and Cherie sit down for an honest conversation about the rules they’re actually living by in 2026: the mental models, boundaries, and decision frameworks that reshaped their careers, relationships, energy, and sense of self over the past year.

This isn’t a goal-setting episode. It’s a conversation about how you DESIGN A LIFE you love.  Drawing from their experiences across Harvard, Stanford, Wall Street, Silicon Valley, and building Tiger Sisters, Jean and Cherie unpack what they’re keeping, what they’re letting go of, and what they’re refusing to negotiate going forward.

We break down:
✅ Why goals failed them — and what replaced them
✅ The personal rules that protect energy, focus, and relationships
✅ How to design a life around seasons instead of pressure

This episode is for anyone who feels successful on paper, but knows something NEEDS to change before the next chapter.

🐯👯‍♀️ 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]

⏰ Timestamps
00:00 Why this isn’t a goal-setting episode
02:15 What we stopped optimizing for in 2025
05:10 The difference between pressure and clarity
08:40 The rules we no longer negotiate
12:30 Designing life around seasons, not grind
16:05 Why curation is our new superpower
19:40 The decisions that quietly changed everything
23:15 Letting go of performative ambition
26:20 What we’re protecting in 2026
29:45 The question we’re using before every big decision
33:10 How we’re defining success differently now
36:40 The cost of staying in old systems
40:05 What this next chapter actually requires
43:30 Final reflections going into 2026

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

We’re bringing this conversation to you because most people never get a window into how leaders like this actually think, especially high-powered women who’ve built iconic careers in finance. In this Tiger Sisters episode, Jean and Cherie sit down with Holly MacDonald, CEO of Bessemer Trust – $298B in AUS (assets under supervision).

This is a rare conversation about leadership at the highest levels of finance, wealth management, family offices, what it actually takes to earn trust over decades, and how women navigate authority and credibility in rooms where decisions move billions.

Holly shares the lessons she’s learned rising to the top of one of the most respected firms in finance, from managing long-term client relationships to leading with clarity in moments of uncertainty.

We break down:
✅ What it really means to manage wealth across generations
✅ How trust is built (and lost) in high-stakes environments
✅ How women earn authority without performing or posturing
✅ The long-term thinking required to lead through volatility
✅ Why judgment, not charisma, is the most underrated leadership skill

🐯👯‍♀️ 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]

⏰ Timestamps
01:27 - What Is a Family Office?
03:00 - Running a $298BN Firm
05:21 - The Secret to Moving from COO to CEO in Finance
06:15 - Her Advice: Don't Do Everything
07:39 - You Can Have It All (At Different Times)
09:36 - Don't Step Out of the Race (DON'T LEAVE YOUR CAREER)
15:20 - How Do Family Offices Work? And What Can We Apply?
16:18 - What Is the Purpose of Your Wealth?
18:12 - What Is the Common Goal For Wealth?
22:30 - How Can We Translate Billionaire-Thinking?
26:30 - What IS YOUR MONEY FOR?
28:30 - What is Holly's Personal Financial Goal?
33:10 - How Holly Navigates Male Dominated Spaces (Finance)
36:00 - Accumulate Information & Know WHEN To Use It
38:57 - Career Starters, Give Your Input To Senior VPs!
40:52 - Fortune Questions Ice Breaker
43:28 - The Most Outrageous Thing You've Done For Love

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