The Liquidity Event | Money and Finance with Shane and Ally Jane

In this episode of The Liquidity Event, AJ and Shane regroup after a failed recording attempt and dive straight into Thanksgiving chaos, rising ACA premiums, and the political fight over healthcare subsidies. Shane shares his 35% insurance shock while AJ breaks down what subsidy cuts mean for millions of Americans. They also explore the push to privatize federal student loans, Google's plan to run AI models in space, and why real estate inheritances are a wealth-management minefield. The episode wraps with estate-planning talk, holiday-table conversations no one wants to have, and a reminder that the U.S. tax and policy machine rarely chooses the simplest path.

Key Timestamps:

(00:00) Recording chaos, travel mishaps, and Thanksgiving greetings (02:01) Epstein's accountant and the episode's finance lineup (03:05) Holiday plans: Mexico City, Palm Springs, and stove-top traditions (04:27) Notion, favorites tracking, and the Clueless digital closet dream (08:51) What AJ and Shane are grateful for this year (14:22) ACA subsidy expiration and national healthcare fallout (14:59) Shane's 35% health-insurance surge and enrollment nightmare (19:41) Student loan privatization and servicer failures (26:15) Google's Project SunCatcher and AI computing in space (29:48) $5M inheritance question and real-estate-heavy estate planning

In this episode of The Liquidity Event, AJ and Shane recap Brooklyn FI's estate planning party at Clover Club, complete with notaries, crystal balls, and millennials confronting wills, pets, and chosen family. They also cover the latest economic confusion including layoffs, tariffs, AI fears, the Shrimp Cocktail Index, and California's proposed billionaire tax.

Shane breaks down Scaramucci's tariff refund theory while AJ reflects on trust in data, government transparency, and who actually pays for society. The episode closes with questions about corruption, sustainability, and whether two money nerds with a TI 83 could solve the tax code.

Key Timestamps:

(00:00) AJ's stiff neck and chaotic start (02:39) Estate planning party at Clover Club (04:31) Shane's three-year estate plan procrastination (05:36) Wills, chosen family, and pet guardians (08:09) The lost Tacos and Taxes era (09:26) WARN spikes, layoffs, and missing data (14:32) Scaramucci and the tariff refund theory (16:48) The Shrimp Cocktail Index returns (21:13) California's one-time five percent billionaire tax (30:13) Why neutrality is impossible when policy affects clients

In this episode of The Liquidity Event, AJ and Shane cover everything from shattered mirrors to shattered housing markets. AJ shares an update on her book deadline and upcoming Thanksgiving travel while Shane recounts a chaotic morning involving a Roomba and a broken mirror. The duo unpack the hidden tax pitfalls of S-Corps in New York City, debate credit card rewards and travel perks, and react to the Frontier Airlines CEO telling customers to buy a backup ticket. They also dive into the strange slowdown in new home sales, the Trump administration's proposed 50-year mortgage, Elon Musk's massive pay package, and whether the AI boom is already bubbling over.

(00:00) Welcome, introductions, and AJ's end-of-year check-in (01:00) Shane's Roomba disaster and chaotic morning (02:30) AJ's book update and Thanksgiving travel plans (04:00) Delta, Marriott, and Chase credit card strategy for the holidays (08:45) Why S-Corps don't make sense in New York City (12:20) Frontier Airlines CEO tells customers to buy a backup ticket (15:15) AJ on the government shutdown and SNAP benefits (18:15) Housing market troubles and unsold new builds (23:10) The Trump administration's 50-year mortgage proposal (29:45) AI, crypto, and whether the boom is just another bubble

In this post–Election Week episode of The Liquidity Event, AJ and Shane dive into New York City's new mayor, former rapper Zohran Mamdani, and what his win could mean for taxes, wages, and city life. AJ shares her marathon weekend adventures and Halloween highlights, while Shane talks about biking through Manhattan gridlock, watching Tame Impala, and catching the World Series.

They unpack NASCAR champ Kyle Busch's $8.5 million insurance lawsuit, OpenAI's new public benefit status, and the latest push for a global wealth tax. The conversation covers billionaire carveouts, the "Teach for America for failed politicians" idea, and closes with thoughts on fairness, community, and the economics of a changing New York.

Timestamps: (00:00) Welcome to The Liquidity Event, marathon weekends, and mime makeup (04:30) Zoran Mammadani wins NYC, a new era (and some saber-rattling) (06:00) AJ's "Teach for America, but for failed politicians" proposal (07:30) Shane's Tame Impala flex, Game 7 chaos, and fall weekend vibes (09:30) NASCAR's Kyle Busch sues Pacific Life, insurance gone wild (14:00) OpenAI's $500B milestone and the rise of "too big to fail" tech (20:00) The great wealth tax debate, guillotines, Birkins, and billionaire tears (27:00) Universal healthcare dreams and the Brooklyn FI insurance saga (32:00) Mamdani's 2% millionaire tax, free buses, and grocery-store wars (39:00) Closing thoughts, fairness, optimism, and five-star requests

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