Embracing Unforeseen Paths

Meet the low-key business mogul who sold his startup to Oracle for $850M, invested in 100+ companies on the side, launched a new startup, and co-owns the hottest spots in Aspen and Montauk. In this episode, the Tiger Sisters sit down with Jonah Goodhart to uncover how he stays so mesmerizingly chill while juggling more projects than we can count.  

Jonah spills his game-changing secret of learning how and when to pause, explains the “happiness quotient” and why finding joy in what you do actually lengthens your life—just ask Warren Buffett and Charlie Munger. From his first job painting fences at Dairy Queen to his epic fails (like turning down a giant buyout offer…then watching his company go belly-up), Jonah’s stories will have you rethinking your hustle, your habits, and your next steps.  

Join us for an unfiltered chat about losses and the surprise wins that followed. If you’re all about building a life you love, get ready for shockingly simple ways to upgrade your life today.

Subscribe for more candid chats and insider advice from the Tiger Sisters :)

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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

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

⏰ Timestamps:

00:00:54: A Tiger Sisters warm welcome ☺️

00:01:57: Jonah’s newest startup: Mobian 🌐

00:02:16: Stop, breathe, PAUSE: the simplest power move

00:04:45: Jonah Goodhart or Huck Finn?? Jonah’s fence-painting roots 

00:05:38: Buffett, Munger, and the ‘happiness quotient’ for a long life worth living

00:07:17: The biggest fail: turning down millions and then losing everything

00:09:41: Advertising is storytelling… which is the foundation of humanity 🤯

00:13:23: Tokyo: new perspectives spark next-level resets

00:14:58: Cherie and Jean’s post-interview recap 👋👋

00:15:43: BTS: Jonah’s massive successes, mesmerizing charm, and epic humility

00:18:13: Doing your job with pride + the happiness quotient

00:23:16: We want to be dialed forever, even at age 89 👵

00:24:58: How to pause?  

00:29:03: Resting vs relaxing 

00:30:37: A massive loss that led to an $850M deal (and more)

00:34:07: Until next time! Please rate us ⭐️⭐️⭐️⭐️⭐️ on Apple Podcast and Spotify!!