The Stacking Benjamins Show

How NOT To Invest: Lessons from Barry Ritholtz SB1661


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Ever wondered how the top financial minds avoid disaster while the rest of us are busy panic-Googling “best investments 2024”? Today, Joe welcomes Barry Ritholtz of Ritholtz Wealth Management down to Mom’s basement for a conversation that flips typical investment advice on its head. It’s not about what to do—it’s about what not to do if you want to grow your money without losing your sanity.

Barry shares battle-tested insights from his years in the trenches, covering everything from behavioral finance to market psychology and how to avoid falling for trends that make great headlines but terrible portfolios.

Also in this episode:


  • Subscription hacks you didn’t know you needed (and yes, even that one you've been ignoring since 2021).


  • How market history can be your secret weapon—if you actually pay attention to it.


  • Tech innovations in finance and why Barry says they're both exciting and a little terrifying.


  • Productivity gains, AI, and whether the future is a robot that trades ETFs for you while you nap.


  • A peek into Barry’s latest book and the big idea that might shift how you think about investing.


  • Doug creates yet another national holiday—because what the world needs now is Bow Chicka Wow Wow Day.


Stacker mailbag time! We’re diving into job loss strategies, building bulletproof emergency funds, and yes, getting into the weeds with buffer ETFs.


  • The never-ending showdown: remote work vs. office life—where do Stackers land?


And of course, Doug’s trivia will challenge your financial knowledge and possibly your respect for faux holidays.


Whether you’re a seasoned investor or just now figuring out what a 401(k) actually does, this episode brings the insight, laughs, and community you’ve come to expect from the basement.


🎧 Tune in and stack smarter—with fewer missteps and a whole lot more fun.


FULL SHOW NOTES: https://stackingbenjamins.com/getting-your-investments-right-with-barry-ritholtz-1661


Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

Enjoy!

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