In this Halloween-week episode of The Liquidity Event, AJ and Shane gamble their way through Atlantic City stories, poker scandals, and billionaire luck. AJ checks in from self-imposed exile at the Jersey Shore to finish her book (and avoid the casinos), while Shane shares his thoughts on gambling's strange evolution from high stakes to digital dopamine.

The duo dives into Governor JB Pritzker's million-dollar Vegas win, a sprawling FBI gambling case that reads like Ocean's Eleven, and the Louvre jewel heist that has everyone rooting for "Flappy." They debate whether Bitcoin counts as investing or just fancy gambling, share their favorite open enrollment hacks, and field a listener question about when it's okay to stop sweating the $6 latte.

They wrap up with a surprisingly heartfelt segment on digital estate planning—passwords, personal finance apps, and the love letter your will should be.

Timestamps:
(00:00 ) Welcome to The Liquidity Event — AJ live from Atlantic City
(02:00 ) Halloween plans, weddings, and the curse of the off-season boardwalk
(04:30 ) AJ and Shane head to San Diego for the Personal Financial Planning Summit
(06:00 ) Gambling talk — JB Pritzker's million-dollar win
(09:00 ) FBI's "Operation Royal Flush" and NBA gambling scandals
(13:00 ) Ocean's Eleven in real life — marked cards and the legend of "Flappy"
(15:30 ) The Louvre jewel heist and Shane's power tools
(17:00 ) AI gone too far — Sora, deepfakes, and existential dread
(18:00 ) JP Morgan's Bitcoin collateral move — investing or gambling?
(20:00 ) Open enrollment season tips and why life insurance still matters
(23:30 ) FSAStore.com, sponsorship dreams, and practical tax hacks
(24:00 ) Listener question: when did you stop caring about small purchases?
(27:00 ) Behavioral finance, Faulkner envy, and the psychology of frugality
(28:00 ) Digital estate planning and your "password love letter"
(33:00 ) Personal Capital, Mint, and the problem with dying apps
(34:00 ) Closing thoughts — lattes, legacies, and leaving clean spreadsheets

🔔 Subscribe to The Liquidity Event on YouTube: YouTube Channel 

🌐 Learn more about Brooklyn FI financial planning: brooklynfi.com

✍️ Leave us a voicemail question for a future episode: memo.fm/theliquidityevent

📱 Follow Brooklyn FI: 

LinkedIn:   / brooklyn-fi  

Instagram:   / brooklyn_f.i