Invest Like the 1%? What to Steal, What to Scale, and What to Skip (SB1836)

You've seen the ads. Invest like the ultra-wealthy. Get access to what the 1% does. But what does the 1% actually do -- and how much of it should a normal person try to copy? Joe, OG, comedian and finance educator Roxanne Duckels, and Jesse Cramer run every popular "rich people investing" idea through a simple filter: steal it, scale it, or skip it. The answers will surprise you -- especially the one where OG wants to delete an entire asset class from existence. What You'll Walk Away With Why long-term thinking is the one habit the 1% has that every Stacker should steal immediately -- and the short-term execution piece most people miss when they try The tax strategy obsession that the wealthy genuinely use -- and why Jesse ranks it seventh on his list of financial priorities, not first What paying for advice actually means when you're smart enough to do it yourself -- and why the wealthiest people surround themselves with even smarter people anyway The alternative investment marketing trap hiding inside every "invest like the rich" pitch -- and OG's case for why most people have no business touching any of it Why the accredited investor designation protects almost no one -- and what the real risk is when you lock up money in illiquid investments chasing slightly better returns The leverage conversation that exposes a contradiction hiding in plain sight for every real estate investor Why Roxanne's path to financial independence started with filling her gas tank all the way up -- and what that tells you about long-term thinking at any income level The one question that should precede any alternative investment conversation: does the expected return actually beat what publicly traded equities already offer? What the trivia competition scoreboard looks like heading into the back half of the year -- and whether OG's historic lead is as safe as it looks Why rich habits and "what the 1% does" are two completely different things -- and which one is actually worth chasing Why This Matters Now In a noisy market environment, the "invest like the wealthy" pitch gets louder every time volatility spikes. Private credit, non-traded REITs, leveraged real estate, alternative assets -- the marketing machine never stops. For Stackers in their 40s who've built something real and don't want to blow it chasing a category that mostly benefits the people selling it, this episode is a useful reset. The habits worth stealing from the 1% turn out to be remarkably unglamorous. From the Basement Joe, OG, Roxanne Duckels from Finance Rox, and Jesse Cramer run the "invest like the rich" playbook through a steal-it-scale-it-skip-it framework -- and nobody agrees on everything, which is exactly what makes it useful. Doug arrives with Mayday trivia about the origin of the distress call and the year it was coined, which turns into one of the cleaner trivia finishes of the season. Whether the basement scoreboard moved in OG's favor or Jesse closed the gap is a question best answered with your earbuds in. Resources Mentioned Finance Rox -- Roxanne Duckels on YouTube and Instagram @FinanceROX Personal Finance for Long-Term Investors -- Jesse Cramer's podcast, wherever you listen Stacking Benjamins Newsletter (The 201) -- recent issue: brokerage vs. UTMA/UGMA vs. Trump accounts for kids; stackingbenjamins.com/201 Stacking Benjamins Vault -- stackingbenjamins.com/vault Stacking Benjamins Community -- stackingbenjamins.com/basement Stacking Benjamins Meetups -- stackingbenjamins.com/bad See Privacy Policy at and California Privacy Notice at .

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Invest Like the 1%? What to Steal, What to Scale, and What to Skip (SB1836) is an episode from The Stacking Benjamins Show by Joe Saul-Sehy | Cumulus Podcast Network.

This episode is 00:56:52 long.

This episode was published on May 1, 2026.

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