How Imposter Syndrome Can Be an Edge

Working with family is messy, emotional, and sometimes feels like psychological warfare. In this episode, we sit down with Paul Rabil and Mike Rabil — brothers, co-founders, and the duo behind the Premier Lacrosse League — to unpack the reality of building a business with your sibling.

We go deep into the psychology of family partnerships, the hidden conflicts behind the PLL, and what it really takes to build a sports empire with someone who knows every version of you.

We share:

✅ Why sports is the last great unifier and the only industry AI can’t disrupt

✅ How the Rabil brothers built the PLL and turned lacrosse into a cultural force

✅ The “strength, speed, endurance” framework for creators & founders

✅ How siblings can disagree fiercely without blowing up the business

✅ Why imposter syndrome becomes a competitive weapon

✅ The rise of women’s sports & why the WLL is next

🐯👯‍♀️ We’re the Tiger Sisters — your Wall Street & Silicon Valley big sisters.

Decoding Money • Power • Love

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⏰ Timestamps

0:00 Sports as the last great unifier

1:24 Meet Mike and Paul Rabil

2:59 How the Rabils rebranded a 1,000-year-old sport

4:01 Launching the family business: timing, pressure, and building fast

7:11 Scaling the PLL8:40 Why duration matters more than escape velocity

09:52 How Jean made Cherie a "better version" of herself

12:08 How sports survives AI14:19 The emotional engine behind sports

15:21 Competing for attention: lessons for creators

17:18 Conditioning fans: the NBA playbook

19:26 Imposter syndrome as a competitive edge

22:12 The rise of women’s sports & launching the WLL

23:51 Which brother can do more push ups?

26:19 Who's more likely to bend the rules to win?

27:58 Healthy conflict, sibling dynamics & respecting lanes

29:29 The Tiger Sisters “missed email” fight

32:52 Why family partnerships trigger childhood patterns

36:24 What 40 years of rivalry does to a business partnership

37:24 Where to follow the PLL & WLL

👀 Newsletter https://cherieluo.substack.com/

Why trust us?

▫️ Cherie Brooke Luo – 100M+ views demystifying big tech, finance & MBAs

▫️ Jean Luo – ex-Goldman, ex-Snapchat exec, 50+ AI patents, startup investor

▫️ Together: 4 Ivy degrees • built billion-dollar products • two startups — decoded for you

What you’ll get (and keep):

▫️ 🚀 Ivy League cheat sheets – no $250K tuition required

▫️ Personal finance playbooks – salary jumps, investing, money psychology

▫️ Networking scripts – behind $100M+ deals, job offers & VC intros

▫️ Real talk with unicorn founders, VCs, and billionaires

▫️ Mindset resets – clarity minus the pricey life coach

▫️ Lifestyle, wellness, and productivity hacks that actually work

💛 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 🔔 — and leave us a ⭐️⭐️⭐️⭐️⭐️ review on Spotify & Apple Podcasts!

🎵 Music: Sammy Signal ⁠⁠– https://open.spotify.com/artist/2HsyknHuxhT8RoZfn5rqMS⁠ 

🛍️ Sisters Matcha – www.sistersmatcha.com

🌀 Everything else – https://amzn.to/3z0dx5b

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