Jan 29, 2026
In this episode of The Liquidity Event, AJ is joined by Caitlin, Brooklyn Fi’s Director of Financial Planning, to unpack why the math of modern life feels so broken. They start with the true cost of having a stay-at-home parent, breaking down why headlines claiming it only takes $90,000 a year fall apart once you factor in taxes, housing, childcare backups, and real-world spending.
From there, the conversation turns to how private equity is quietly reshaping essential services — from volunteer fire departments and hospitals to fertility clinics and Toys “R” Us — and why consolidation often leads to higher costs and worse outcomes. The episode wraps with a lighter discussion on sleep chronotypes and early mornings, listener questions on Botox tipping etiquette, inheritance planning and startup risk, and why holding more cash (in a high-yield savings account) can actually make investors feel more confident in uncertain markets.
(00:00) Welcome to Episode 174 and what’s
on deck
(01:15)
Introducing Caitlin and her role at Brooklyn Fi
(03:09) How much
it really costs to have
a stay-at-home parent
(04:18) The
K-shaped economy and why middle-class math doesn’t
work
(06:41) Private
equity and volunteer fire departments
(08:15)
Consolidation, monopolies, and rising fire truck
costs
(10:32) Toys “R”
Us, hospitals, and private equity fallout
(12:04)
Fertility clinics, healthcare consolidation, and service
breakdowns
(14:34) Sleep
chronotypes, early risers, and waking up at 5 a.m.
(19:18) Botox
tipping etiquette and the med spa economy
(22:46)
Inheritance planning, startup risk, and how much is okay to
invest
(26:04) Market
fear, cash cushions, and why high-yield savings matter
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