Tiger Sisters

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

Most people spend more time with their boss than with their family. So if that relationship is toxic, it doesn’t just make work harder… it can actually impact your career trajectory, mental health, reputation, and financial future. 

In this episode, we break down how to identify a truly toxic boss (not just a demanding one), strategic moves if you realize you’re in a bad situation, and what to do if *you’re* actually the toxic boss. We also share YOUR anonymous workplace horror stories and discuss what we can learn from them.

Tune in for specific lessons on:
 ✅ The 5 biggest red flags of a truly toxic boss
 ✅ How toxic managers damage careers, teams, and mental health
 ✅ What to do before escalating to HR (and why HR isn’t always your savior)
 ✅ Strategic ways to protect your reputation and plan your exit
 ✅ How to evaluate whether a future boss is actually a great leader
 ✅ A self-check exercise: what if you’re accidentally becoming the toxic boss?

If you’ve ever wondered if your boss is toxic or if you’re overreacting, or why your job may feel so psychologically draining, then this episode is for you. Because at the end of the day: your boss can accelerate your career… or quietly destroy it. 

📝Resources mentioned in the episode: 
HBR’s 5 Red Flags of a Toxic Boss:
https://hbr.org/tip/2025/03/5-red-flags-of-a-truly-toxic-boss?utm_source=chatgpt.com  

HBR’s 10 Signs of a Toxic Boss:
https://hbr.org/2025/02/10-signs-of-a-toxic-boss-and-how-to-protect-yourself 

Laszlo Block’s Work Rules: Insights from Google That Will Transform How You Live and Lead:
https://www.amazon.com/Work-Rules-Insights-Inside-Transform/dp/1455554790 

Simon Sinek’s Leaders Eat Last: 
https://tinyurl.com/576s5dxt 

00:37: Episode goals
01:28: The universal experience of a toxic boss
02:40: Definition of a ‘toxic’ boss 
03:42: Jean’s anecdote of a toxic boss
05:42: 5 Red Flags of a truly toxic boss 
12:20: How toxic bosses create a culture of fear 
14:20: Reading your toxic boss horror stories 
18:15: Male vs. female toxic bosses 
21:40: Methods to navigate a toxic boss 
23:45: HR is not your friend 
25:08: What to do if you’re in a toxic work culture 
25:50: Laszlo Block on what to look for in a job
27:47: Simon Sinek on “leaders eat last”
30:00: Cherie’s positive boss experience
32:54: How to tell if *you’re* the toxic boss 
36:33: Action plan if you do realize you’re toxic 
37:00: Lasting thoughts and field research 

🐯👯‍♀️ 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

Most people still underestimate what the biggest creator-led businesses have quietly become. In this Tiger Sisters episode, Jean and Cherie sit down with Andrew Yaffe, CEO of Dude Perfect, the team behind one of the most iconic YouTube brands in the world, with 60+ million subscribers and $100M raised from Wall Street.

This is a rare, behind-the-scenes conversation about how a YouTube channel actually turns into a real, institutional-grade business spanning media, IP, merchandise, live experiences, and private equity investment. Andrew breaks down what it takes to scale a YouTube brand without losing its soul, why Dude Perfect waited YEARS before taking outside capital, and how they built a company that could outlast algorithms, trends, and platforms.

Tune in for lessons on: 
✅ How Dude Perfect scaled from viral videos into a diversified media empire
✅ Why Wall Street backed a YouTube brand with $100M in private equity
✅ How to build IP, not just content
✅ The biggest mistakes creators make when trying to “monetize” too early
✅ How Dude Perfect thinks about longevity, leadership, and staying relevant
If you’re wondering how investors evaluate creator businesses, how leadership decisions change at scale, and why the future of media looks more like a modern entertainment company than a YouTube channel… then this episode is for you.
🐯👯‍♀️ 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
1:11: Welcoming Andrew Yaffe, Dude Perfect’s CEO
1:26: Three goals of the episode
1:52: Dude Perfect in a nutshell
2:25: The secret to a viral video 
6:36: Andrew’s approach as a leader 
7:10: Key learnings from working at the NBA
10:38: Applying International impact of sports to strategy 
13:33: Growth tips for new creators 
17:50: To trust or question the algorithm? 
21:00: Building a real business around content
22:24: Why Dude Perfect waited to raise outside capital
24:54: Playbook for developing new business lines 
29:45: What’s the value of live experiences? 
31:17: Measuring brand connection 
35:20: Longevity in a platform-driven world
36:33: Advice from the Dude Perfect story 
39:20: Mild or Wild questions with Andrew

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/Tiger
What if the real dating glow-up isn’t playing hard to get, landing a rich partner, or mastering “feminine energy”… but learning how to regulate your nervous system, set clean boundaries, and stop shrinking yourself to be chosen?

In today's relationship-focused episode, Jean and Cherie sit down with one of the internet’s most influential dating voices, Sabrina Zohar (The Sabrina Zohar Show), to break down the psychology behind modern love. From “If I’m too much, go find less” to the question we’re all secretly asking - "Can ambitious women actually find love?" - this episode dives into what advice is worth keeping… and what might be keeping you stuck.

Tune in as they cover:
💥What “self-regulation” actually means
💥 The difference between boundaries and ultimatums
💥 Platonic vs Romantic boundaries 
💥 Early signs you’re shrinking yourself in dating
💥 Popular online "dating gurus" & what they're really saying

Whether you’re anxious, avoidant, healing, thriving, career-obsessed, freshly divorced, or wondering if you’re “too much”… this episode will challenge the stories you’ve absorbed about love and teach you how to choose yourself rather than strive to be 'chosen' first.

TIMESTAMPS:

00:51 - Introducing Sabrina Zohar 
2:20 - Defining self-regulation 
5:30 - How to actually self-regulate
9:30 - Pattern recognition in trauma triggers
12:12 - Discussing the fear responses 
13:40: How to co-regulate with a partner 
18:55: Exploring boundaries: Why they’re important and how to set them
21:49: The reason boundaries are so uncomfortable 
22:58: Setting boundaries in platonic friendships
26:50: Allowing yourself to sit with emotions 
32:39: Cherie’s friendship break-up 
36:20: “If I’m too much… find less” - how not to shrink yourself
43:45: Dating with detachment (from the outcome)
44:05: How to be in your growth stage
48:20: Analyzing “dating gurus” online 
54:48: 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/3z0dx5b

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