
How to Know When It’s Time to Reinvent Yourself | Tiger Sisters Live with Jenna Ushkowitz, Ally Maki, Asian American Girl Club
From Tiger Sisters by Cherie Brooke Luo and Jean Luo
June 1, 2026 · 1h 5m · Season 7 · Episode 21
About this episode
The episode features a live show discussing themes of reinvention and personal growth with special guests Jenna Ushkowitz and Ally Maki.
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…
People in this episode
Hosts: Cherie Brooke Luo, Jean Luo
Guests: Jenna Ushkowitz, Ally Maki
Topics covered
- reinvention
- career pivots
- personal branding
- negotiation
- friendship
- imposter syndrome
- opportunity creation
Keywords
- reinvention
- career
- personal brand
- negotiation
- friendship
- imposter syndrome
- opportunities
- community
Mentioned in this episode
Organizations: Asian American Girl Club
Places: Spotify Studios, Downtown Los Angeles
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