Ever wonder how someone goes from getting laid off on Wall Street to becoming Evan Spiegel’s right-hand man at Snapchat? In this riveting chat with the Tiger Sisters, former Chief Strategy Officer Imran Khan reveals the pivotal failures, lightbulb moments, and contrarian beliefs that propelled him from bottom-quartile banking analyst to a Wall Street Wunderkind and Silicon Valley Savant.Tune in to discover: • Why getting fired turned out to be Imran’s lucky break• How “compounding” applies to both finances and friendships• The dangers of dismissing young people—and why listening to the next generation is Imran’s secret weapon• Tips on public speaking, emotional resilience, and forging a world-class networkStick around for Cherie and Jean’s main takeaways from this conversation in another can’t-miss Tiger Sisters episode. Hit play and supercharge your own career reinvention!------------------------------------------------------------------ 🐯👯‍♀️ Tiger Sisters Podcast | Career, Entrepreneurship, and LifeWelcome to Tiger Sisters, your go-to podcast for career mentorship and life guidance! Hosted by Cherie Brooke Luo and Jean Luo, we’re your internet big sisters here to demystify the ups and downs of navigating careers, tech, and entrepreneurship— all while staying healthy, stylish, and joyful along the way.Cherie is an influencer who has broken down the complexities of big tech, finance, and MBA programs for millions of viewers, with over 100M+ views across platforms. Jean is a tech product executive and investor, holding over 50 AI patents, who has built an impressive career in product management and institutional investment at companies like Goldman Sachs and Snapchat.Between the two of us, we’ve survived stints at top investment banks and big tech firms, founded startups, and earned four Ivy League degrees—if we’re counting Stanford! Yet, we still find time to focus on wellness, friendships, fashion, and skincare, always sharing the lessons we've learned along the way.Whether you’re here for career advice, stories about balancing life’s challenges, or just to hear our honest takes on what it means to pursue fun, wealth, and joy in all areas of life, we’ve got you covered.💛 LET'S CONNECT: ~ CHERIE ~🤳🏻 Instagram – https://www.instagram.com/cherie.brooke 📱 TikTok – https://www.tiktok.com/@cherie.brooke ✍🏻 My Substack – https://cherieluo.substack.com/ 👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/cherie-luo/ ~ JEAN ~🤳🏻 Instagram – https://www.instagram.com/jeanluo_/👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/jeanluo 🎵 Music produced by Sammy Signal https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS🛍️ Items Referenced:🍵Sisters Matcha & SISTERS Merch: www.sistersmatcha.com♠️ Everything else: https://amzn.to/3z0dx5b⏰ Timestamps:00:00:00 Snapchat’s #2 → Chief Investment Officer: Imran Khan00:01:34 Bangladesh beginnings to Wall Street00:03:00 Imran’s best tip to his 35-year-old self ($ and friendships)00:05:05 Banking 101: Getting laid off :(00:09:17 Exactly how he turned his Biggest Failure → Biggest Break00:13:40 Why listening to 20-somethings is his secret weapon00:17:34 Imran’s tips on public speaking made simple00:22:06 Superpower: Real friendships00:23:40 Inside The Khanference & community-building00:28:23 Cherie & Jean’s episode takeaways00:30:15 How to compound00:34:58 Cherie loves it when others admit failure lol 00:36:43 Imran used “Small pond, big fish” to win big00:38:54 Jean’s own “wake up” moment on Wall Street 00:45:30 Reflecting on and appreciating Imran’s respect for every job00:48:31 Jean works hard to be as even-keeled as Imran naturally is00:51:00 Cherie shares tea about Jeff Weiner, former LinkedIn CEO00:53:44 This life belief/principle changed Imran’s life forever00:55:55 Jean received an email she sent to herself in 201300:59:05 Perfectly imperfect public speaking01:00:55 Final Reflections & Sign-Off (leave a ⭐️⭐️⭐️⭐️⭐️ review!!)

In this episode, the Tiger Sisters interview Vu Tran, two-time Y Combinator founder and CEO of Butterflies AI, The First AI Social Network. Join us to learn about how questioning constraints and breaking rules helped him launch two startups before turning 22, why being dumb led to his success today, and how he continues to apply his “go max dumb” mindset.

In this season opener, Jean and Cherie sit down with David Shim—former CEO of FourSquare, founder of Read AI, and the entrepreneur who sold his startup to Snapchat for $200M. He reveals how he overcame relentless rejections, launched his first business at age six, and why “letting it wash off you” can be a superpower in sales. Stick around for Jean and Cherie’s post-interview debrief, where they break down their biggest takeaways, share personal stories that connect with David’s journey, and offer practical tips you can apply to your own business or career. Don’t miss this eye-opening start to our new season of interviews with game-changing CEOs, entrepreneurs, and leaders!

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🐯👯‍♀️ Tiger Sisters Podcast | Career, Entrepreneurship, and Life

Welcome to Tiger Sisters, your go-to podcast for career mentorship and life guidance! Hosted by Cherie Brooke Luo and Jean Luo, we’re your internet big sisters here to demystify the ups and downs of navigating careers, tech, and entrepreneurship— all while staying healthy, stylish, and joyful along the way.

Cherie is an influencer who has broken down the complexities of big tech, finance, and MBA programs for millions of viewers, with over 100M+ views across platforms. Jean is a tech product executive and investor, holding over 50 AI patents, who has built an impressive career in product management and institutional investment at companies like Goldman Sachs and Snapchat.

Between the two of us, we’ve survived stints at top investment banks and big tech firms, founded startups, and earned four Ivy League degrees—if we’re counting Stanford! Yet, we still find time to focus on wellness, friendships, fashion, and skincare, always sharing the lessons we've learned along the way.

Whether you’re here for career advice, stories about balancing life’s challenges, or just to hear our honest takes on what it means to pursue fun, wealth, and joy in all areas of life, we’ve got you covered.

🍿 WATCH NEXT: 

Tiger Sisters Season 2: 

Our Upbringing as Harvard & Stanford MBA Grads [S2 EP1]

https://www.youtube.com/watch?v=ylbt-kqkPGk&t=13s 

Tiger Sisters Season 1: 

Networking 101 from Harvard & Stanford MBA Grads [S1 EP 10]

https://youtu.be/q2D1agAvgkw?si=syXSqjCohGplfdH_ 

Cherie’s Corner: 

Roelof Botha: Career & Personal Lessons from Sequoia Capital Managing Partnerhttps://youtu.be/5s9Y5c6OXzs 

The Internet’s Big Sister and Career Mentor: Jean Luo

https://youtu.be/V_J236VrkrY?si=aSukqYXTOvb5Z4Li 

💛 LET'S CONNECT: 

~ CHERIE ~

🤳🏻 Instagram – https://www.instagram.com/cherie.brooke 

📱 TikTok – https://www.tiktok.com/@cherie.brooke 

✍🏻 My Substack – https://cherieluo.substack.com/ 

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/cherie-luo/ 

~ JEAN ~

🤳🏻 Instagram – https://www.instagram.com/jeanluo_/

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/jeanluo 

🎵 Music produced by Sammy Signal https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS

🛍️ Items Referenced:

🍵Sisters Matcha & SISTERS Merch:www.sistersmatcha.com

✨Tiger Sisters & Friends Japan Trip (May 2025):https://trovatrip.com/trip/asia/japan/japan-with-cherie-luo-may-2025  
♠️ Everything else:https://amzn.to/3z0dx5b

⏰ Timestamps:

00:00:00 – Season 3 Premiere & Introduction

00:02:38 – Meet David Shim: Entrepreneur Since Age Six

00:10:58 – “Throw Yourself Into it As Much as You Can” 

00:13:01 – “Forget Very Quickly”: Turning Rejection into Fuel

00:14:50 – Why Competition Can Be A Good Thing (Especially in AI)

00:16:08 – “You Were the Worst”: Nearly Flubbing the $200M Snapchat Deal 

00:24:56 – Jean & Cherie’s Debrief: Our Biggest Takeaways

00:46:03 – Wrap Up & Please Like, Comment, Subscribe, and Rate Us 5 Stars!

Note: We have donated 100% of the proceeds from Sisters Matcha purchases made since the LA fires to families in the Displaced Black Families GoFundMe Directory: https://tinyurl.com/mr22fn94 and we will continue to donate a portion of the proceeds for all orders made in January.

In this season finale of Tiger Sisters, Jean and Cherie dive into your most burning questions about friendship, career, and navigating life changes. From rebuilding trust after a friendship breakup to making friends in your late 20s, we’re tackling it all with raw honesty and real-life stories. We also get personal about the highs and lows of entrepreneurship, the realities of corporate vs. startup life, and the mindset shifts we’re embracing along the way. Whether you’re here for the career tips, relationship advice, or just the sisterly banter, this episode has it all. Listen in as we wrap up Season 2 with insights and laughs – all thanks to YOU, our amazing community. See you in Season 3! 🎉

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🐯👯‍♀️ Tiger Sisters Podcast | Career, Entrepreneurship, and Life

Welcome to Tiger Sisters, your go-to podcast for career mentorship and life guidance! Hosted by Cherie Brooke Luo and Jean Luo, we’re your internet big sisters here to demystify the ups and downs of navigating careers, tech, and entrepreneurship— all while staying healthy, stylish, and joyful along the way.

Cherie is an influencer who has broken down the complexities of big tech, finance, and MBA programs for millions of viewers, with over 100M+ views across platforms. Jean is a tech product executive and investor, holding over 50 AI patents, who has built an impressive career in product management and institutional investment at companies like Goldman Sachs and Snapchat.

Between the two of us, we’ve survived stints at top investment banks and big tech firms, founded startups, and earned four Ivy League degrees—if we’re counting Stanford! Yet, we still find time to focus on wellness, friendships, fashion, and skincare, always sharing the lessons we've learned along the way.

Whether you’re here for career advice, stories about balancing life’s challenges, or just to hear our honest takes on what it means to pursue fun, wealth, and joy in all areas of life, we’ve got you covered.

💛 LET'S CONNECT: 

~ CHERIE ~

🤳🏻 Instagram – https://www.instagram.com/cherie.brooke 

📱 TikTok – https://www.tiktok.com/@cherie.brooke 

✍🏻 My Substack – https://cherieluo.substack.com/ 

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/cherie-luo/ 

~ JEAN ~

🤳🏻 Instagram – https://www.instagram.com/jean.ventures/

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/jeanluo 

🎵 Music produced by Sammy Signal https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS

🛍️ Items Referenced:

🍵Sisters Matcha & SISTERS Merch: https://www.sistersmatcha.com

✨Tiger Sisters & Friends Japan Trip (May 2025): https://trovatrip.com/trip/asia/japan/japan-with-cherie-luo-may-2025  

♠️ Everything else: https://amzn.to/3z0dx5b

⏰ Timestamps:

00:00 - Jean & Cherie kick off the season finale! 🐯✨

00:44 - Roses & Thorns: Jean’s workout wins and life transitions 🌹💪

03:00 - Jean’s Thorn: Navigating new social scenes post-breakup 💔🌱

06:00 - Sisterhood & Startups: The intense work-life balance 💼👭

11:57 - Friendship Q&A: Friendship breakups and rebuilding trust 🤝💔

13:01 - When trust is gone… Jean’s ‘cut it off’ philosophy ✂️🛑

14:50 - Thought exercise aka “DIY cognitive behavioral therapy” 🧠🔄

19:27 - Q&A: Making new friends in your 20s vs. 30s 🫶🌍

22:10 - The “Taxi Cab Theory” on friendships 🚕💡

24:00 - Career Q&A: Fulfillment before & after corporate life 💼🌈

33:08 - “Radical ownership” ™ as a startup founder / team member

36:23 - The automatic “no-hire” rule that Cherie’s founder friend uses 🆘

39:55 - MBA Q&A: Is business school worth it in today’s economy? 🎓💰44:18   - Final thoughts & thank you!!! 🐅❤️

Ever wondered what it’s really like being the eldest daughter in an immigrant family? Jean and Cherie are back with Part 2 of their deep dive into the first-gen experience. From the pressures of being a cultural bridge to navigating friendships with parents, this episode has it all—the laughs, the tears, and the unfiltered honesty.

Join us as we tackle "eldest daughter syndrome," the burden of parental expectations, and the unique struggles that come with being first-gen. Plus, get our takes on how to balance being a parent and a friend, our favorite book picks in Book Club (including a spicy romance and a chef's wild ride), and how our upbringing still shapes our lives today.

Expect humor, realness, and lots of sisterly love. If you're first-gen, the child of immigrants, or just curious about the intersectional journey of two sisters making their way through life, this episode is for you. Like, comment, and share with someone who could use a little Tiger Sister energy in their day! 🐯❤️✨

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🐯👯‍♀️ Tiger Sisters Podcast | Career, Entrepreneurship, and Life

Welcome to Tiger Sisters, your go-to podcast for career mentorship and life guidance! Hosted by Cherie Brooke Luo and Jean Luo, we’re your internet big sisters here to demystify the ups and downs of navigating careers, tech, and entrepreneurship— all while staying healthy, stylish, and joyful along the way.

Cherie is an influencer who has broken down the complexities of big tech, finance, and MBA programs for millions of viewers, with over 100M+ views across platforms. Jean is a tech product executive and investor, holding over 50 AI patents, who has built an impressive career in product management and institutional investment at companies like Goldman Sachs and Snapchat.

Between the two of us, we’ve survived stints at top investment banks and big tech firms, founded startups, and earned four Ivy League degrees—if we’re counting Stanford! Yet, we still find time to focus on wellness, friendships, fashion, and skincare, always sharing the lessons we've learned along the way.

Whether you’re here for career advice, stories about balancing life’s challenges, or just to hear our honest takes on what it means to pursue fun, wealth, and joy in all areas of life, we’ve got you covered.

💛 LET'S CONNECT: 

~ CHERIE ~

🤳🏻 Instagram – https://www.instagram.com/cherie.brooke 

📱 TikTok – https://www.tiktok.com/@cherie.brooke 

✍🏻 My Substack – https://cherieluo.substack.com/ 

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/cherie-luo/ 

~ JEAN ~

🤳🏻 Instagram – https://www.instagram.com/jean.ventures/

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/jeanluo 

🎵 Music produced by Sammy Signal https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS

🛍️ Items Referenced:

🍵Sisters Matcha & SISTERS Merch: www.sistersmatcha.com

✨Tiger Sisters & Friends Japan Trip (May 2025): https://trovatrip.com/trip/asia/japan/japan-with-cherie-luo-may-2025  

♠️ Everything else: https://amzn.to/3z0dx5b

⏰ Timestamps:

00:05 - Part 2! Diving deeper into the first-gen experience 📚  

01:14 - Book Club is back! 📖 Our fave reads  

01:30 - Cherie’s book rec: Kitchen Confidential by Anthony Bourdain 🧑‍🍳🍲  

05:32 - Jean’s pick: Big Fan by Alexandra Romanoff 💖✨  

09:10 - Should you be friends with your parents? 🤔👀  

13:00 - Filling out FAFSA —the universal first-gen struggle ✍️  

13:34 - Customer Service phone calls as a 9 year old 📞  

14:28 - Billion dollar CEO’s hot take on friendship with kids 🤝👨‍👧  

20:40 - “Eldest Daughter Syndrome” is real 💭  

29:05 - Eldest Immigrant Daughter Syndrome, a next-level challenge 🥇🌎

33:30 - The perks and quirks of being the youngest child 👶✨    

35:30 - Reflecting on how our upbringing shapes us even now 🥹

This is our most vulnerable, no-filter episode yet, where we dig into what really separates top performers from the pack. We're dropping the polished talk and getting into the raw truths: the surprising habits that worked for us, the moments that totally didn’t 😬, and the hard feedback that pushed us further. From navigating confidence to the art of bouncing back, we share the good, the bad, and the downright awkward parts of leveling up. If you’re ready to go beyond the hustle hype and hear the real stuff – we’re not holding back on this one. 💥🥊 

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🐯👯‍♀️ Tiger Sisters Podcast | Career, Entrepreneurship, and Life

Welcome to Tiger Sisters, your go-to podcast for career mentorship and life guidance! Hosted by Cherie Brooke Luo and Jean Luo, we’re your internet big sisters here to demystify the ups and downs of navigating careers, tech, and entrepreneurship— all while staying healthy, stylish, and joyful along the way.

Cherie is an influencer who has broken down the complexities of big tech, finance, and MBA programs for millions of viewers, with over 100M+ views across platforms. Jean is a tech product executive and investor, holding over 50 AI patents, who has built an impressive career in product management and institutional investment at companies like Goldman Sachs and Snapchat.

Between the two of us, we’ve survived stints at top investment banks and big tech firms, founded startups, and earned four Ivy League degrees—if we’re counting Stanford! Yet, we still find time to focus on wellness, friendships, fashion, and skincare, always sharing the lessons we've learned along the way.

Whether you’re here for career advice, stories about balancing life’s challenges, or just to hear our honest takes on what it means to pursue fun, wealth, and joy in all areas of life, we’ve got you covered.

💛 LET'S CONNECT: 

~ CHERIE ~

🤳🏻 Instagram – https://www.instagram.com/cherie.brooke 

📱 TikTok – https://www.tiktok.com/@cherie.brooke 

✍🏻 My Substack – https://cherieluo.substack.com/ 

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/cherie-luo/ 

~ JEAN ~

🤳🏻 Instagram – https://www.instagram.com/jeanluo_/

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/jeanluo 

🎵 Music produced by Sammy Signal https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS

🛍️ Items Referenced:

🍵Sisters Matcha & SISTERS Merch: www.sistersmatcha.com

✨Tiger Sisters & Friends Japan Trip (May 2025): https://trovatrip.com/trip/asia/japan/japan-with-cherie-luo-may-2025  

♠️ Everything else: https://amzn.to/3z0dx5b

⏰ Timestamps:

00:00 - Jean & Cherie kick things off 🐯

01:05 - Jean’s Thorn: Flashback to College Struggles 🏫 

06:25 - Jean’s Rose: Harry Stebbings put himself on blast 💥

10:17 - Cherie’s R&T: viral video ride and the rollercoaster 🎢

14:59 - MAILBAG: How did you become top performers? ❤️

23:34 - Navigating bad actors (office drama) 🎭

27:24 - Jean’s personal guide to ‘managing up’ 📈

29:14 - Secret skill to bring you to the next level in corporate 👩‍💼

38:15 - What you never learned in school that’s critical for workplace 🧠

44:51 - Ditch the scarcity mindset NOW 📉

49:02 - Practice micro rejection therapy 👹

55:00 - Parting thoughts & hugs from the Tiger Sisters 🐅✨

In this episode, we’re taking you behind the scenes of our wild journey as sibling co-founders of SISTERS Worldwide and Sisters Matcha! 🌱💼 Join us as we spill our “roses and thorns” from startup life. We’re also sharing why we decided to go ultra-premium with our matcha, working with a single-family farm in Japan and how that decision changed everything. 🍵✨

We’re giving you a front-row seat to what it’s really like to build a brand from scratch and share the ups and downs of “building in public.” 📽️✨

Expect laughs, lessons, and maybe a few eye-rolls as we dig into everything from handling internet trolls to managing a million projects while staying grounded. If you’re curious about entrepreneurship, hit play and join us on this journey—we’re so excited to share it with you! 🥂

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🐯👯‍♀️ Tiger Sisters Podcast | Career, Entrepreneurship, and Life

Welcome to Tiger Sisters, your go-to podcast for career mentorship and life guidance! Hosted by Cherie Brooke Luo and Jean Luo, we’re your internet big sisters here to demystify the ups and downs of navigating careers, tech, and entrepreneurship— all while staying healthy, stylish, and joyful along the way.

Cherie is an influencer who has broken down the complexities of big tech, finance, and MBA programs for millions of viewers, with over 100M+ views across platforms. Jean is a tech product executive and investor, holding over 50 AI patents, who has built an impressive career in product management and institutional investment at companies like Goldman Sachs and Snapchat.

Between the two of us, we’ve survived stints at top investment banks and big tech firms, founded startups, and earned four Ivy League degrees—if we’re counting Stanford! Yet, we still find time to focus on wellness, friendships, fashion, and skincare, always sharing the lessons we've learned along the way.

Whether you’re here for career advice, stories about balancing life’s challenges, or just to hear our honest takes on what it means to pursue fun, wealth, and joy in all areas of life, we’ve got you covered.

💛 LET'S CONNECT: 

~ CHERIE ~

🤳🏻 Instagram – https://www.instagram.com/cherie.brooke 

📱 TikTok – https://www.tiktok.com/@cherie.brooke 

✍🏻 My Substack – https://cherieluo.substack.com/ 

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/cherie-luo/ 

~ JEAN ~

🤳🏻 Instagram – https://www.instagram.com/jean.ventures/

👩🏻‍💻 LinkedIn – https://www.linkedin.com/in/jeanluo 

🎵 Music produced by Sammy Signal https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS

🛍️ Items Referenced:

🍵 Sisters Matcha & SISTERS Merch: www.sistersmatcha.com

✨ Tiger Sisters & Friends Japan Trip (May 2025): https://trovatrip.com/trip/asia/japan/japan-with-cherie-luo-may-2025  

♠️ Everything else: ⁠https://amzn.to/3z0dx5b⁠

⏰ Timestamps:

0:01 - Today’s Hot Topic: Startup Life! 🚀

0:37 - Roses & Thorns: Let’s Get Real 🌹🗡️

0:44 - Jean’s Rose: Snap Summit Flashbacks 📸✨

4:05 - Jean’s Thorn: The Rufus Du Sol Debacle 🎶😢

7:09 - Cherie’s Rose: Sisters Matcha Paper Prototypes 📐🍵

7:23 - Matcha Milestones: A Holiday Launch!! 🎄🎁

8:49 - Design That Tells a Story 🎨💭

9:59 - Cherie’s Thorn: Burnout & Balancing It All ⚖️💼

12:42 - Mailbag Q: What is Our Startup Process?? 🏢➡️💡

17:45 - “Building the Next Disney” 📽️✨

19:04 - Trello, Sprints & All Things Organization 🗂️✅

21:50 - “Stealth is Dead” – Building in Public 👥🤔

33:21 - Content to Commerce: Creating the New Media & Brand Empire 📱🛍️

38:49 - Small Batch, Big Impact: Sisters Matcha 🌱🍵

45:30 - Jean’s Hot Take & Supporting Family Farms in Japan 🇯🇵🏞️

50:35 - Share and RATE US ⭐️⭐️⭐️⭐️⭐️ on Apple Podcasts and Spotify! 🥰📲

Our Top Picks! Tech, Beauty, and Lifestyle Favorites | Tiger Sisters

In the premiere of Season 2, we’re diving deep into our first-gen immigrant experiences, sharing the real, unfiltered stories behind how we were raised. We talk about guilt, sacrifice, and drive. We’re peeling back the layers to reveal how the first gen experience plays a bigger role than anyone might realize.

🛍️ ITEMS REFERENCED IN OUR POD:

🎵 Music produced by Sammy Signal ⁠https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS⁠