Trust Issues, Career Fulfillment, and Starting Over

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!!! 🐅❤️