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

Sign up for our newsletter here: https://cherieluo.substack.com/subscribe 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 thereWatch to the end for a very special musical medley of Les Mis: Tiger Sisters editionTimestamps: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 AAGC19:57: 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 deserve51:51: 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: [email protected] 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 youWhat 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.brookeTikTok — /cherie.brookeSubstack — cherieluo.substack.comLinkedIn — /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 — https://www.sistersmatcha.com 🌀 Everything else — https://amzn.to/3z0dx5b