The Stacking Benjamins Show

Are You On Speaking Terms With Your Wallet? (SB1642)


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Swipe right on financial stability or get ghosted by your savings? While Joe's mom yells upstairs about who left the empty milk carton in the fridge (seriously, who does that?), we’re diving into the messy, complicated, and sometimes hilarious world of your relationship with money. Are you in a stable, long-term commitment with your finances, or are you stuck in a toxic on-again, off-again affair with impulse spending?


Special guest Shannah Game, certified financial planner and author of Unraveling Your Relationship with Money, joins us to decode the emotional baggage we bring to our bank accounts. Meanwhile, Doug swears he’s figured out how to “game” the stock market using AI—spoiler alert: it involves a Magic 8-Ball. We also tackle some questionable dating preferences (because who doesn’t want to know if their financial habits make them swipeable?) and unpack the latest market shake-ups.


In this episode:


  • 🏈 Super Bowl takeaways and why Doug insists commercials count as “investing research”
  • 💰 Your financial habits might just be the biggest red flag in your dating life
  • 🎙️ Shannah Game on money, mindset, and making smarter choices
  • 💔 Rollercoaster relationships—with your wallet and beyond
  • 🧐 Money manifestos: How to rewrite your financial story (without Mom intervening)
  • 🤖 AI's impact on investing, and why OG isn't buying it (literally)
  • 📈 How to keep your portfolio from ghosting you
  • 🤯 Hidden track: Doug’s latest deep dive into bizarre facts—this time, dinosaur vomit

  • Will your money habits lead to a lifetime of wealth—or will your wallet break up with you via text? Tune in and find out!


    FULL SHOW NOTES: https://www.stackingbenjamins.com/relationship-with-money-financial-habits-sb1642


    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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