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What started as two sisters having late-night conversations about money, power, and love has grown into something bigger than we ever imagined. Today, we're sharing our first-ever Tiger Sisters Live Show: a celebration of reinvention, courage, friendship, and the incredible community that made all of this possible.

This week is different from our usual episodes. Recorded at Spotify Studios in Downtown Los Angeles, this episode is moderated by comedian Dylan Adler and features special guests Jenna Ushkowitz and Ally Maki from Asian American Girl Club (AAGC). From conversations about reinvention and career pivots to our first-ever Tiger Family Feud showdown (yes, it gets competitive), this episode explores how to embrace change, find joy in the little moments, and say yes to the opportunities that can transform your life.

Tune in for lessons on:

✅ How to know when it's time for a reinvention

✅ How to build a personal brand without feeling inauthentic

✅ How to negotiate raises, promotions, and opportunities with confidence

✅ How to maintain friendships as life gets busier

✅ Navigating imposter syndrome and identity shifts

✅ Creating opportunities when none seem to exist

✅ Finding the courage to put yourself out there

Watch to the end for a very special musical medley of Les Mis: Tiger Sisters edition

Timestamps:

01:42: Introducing Cherie and Jean to the stage

02:42: Thanking our community (you!!!!)

02:59: Revisiting our 25 year-old beliefs

04:38: Debunking the “grind mentality”

05:18: Sharing what brings us joy

07:25: How to market yourself and build a personal brand

10:20: Breaking past the discomfort of putting yourself out there

12:05: How to negotiate salaries and promotions

15:20: How to make time for and invest in adult friendships

19:00: Welcoming Jenna and Ally from AAGC

19:57: Ice Breaker: ‘Are you more Cherie or Jean-coded?’

34:40: Finding joy and reinventing yourself

35:00: How do you know when it’s time to evolve vs stay put?

37:26: Working through imposter syndrome as a founder

39:15: How Jenna pivoted after “Glee”

40:33: How to break past the fear of trying something new

42:18: Lessons on how to put yourself out there

46:46: Embracing those “leap of faith” moments

49:18: What challenges are there today for AAPI female voices?

49:53: How to ask for more of what you deserve

51:51: The power of representation and building communities

53:57: Tiger Family Feud! Hosted by Steve Harvey-San

1:00:53: Tiger Sisters Presents: a Les Miserables Medley

1:04:03: Closing remarks

🐯👯‍♀️ 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: partnerships@tigersisters.co

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

How to Know When It’s Time to Reinvent Yourself | Tiger Sisters Live with Jenna Ushkowitz, Ally Maki, Asian American Girl Club

Tiger Sisters

How to Know When It’s Time to Reinvent Yourself | Tiger Sisters Live with Jenna Ushkowitz, Ally Maki, Asian American Girl Club