Money and Business Lessons from the Career of Taylor Swift (and a BIG Roth IRA rule clarified) SB1670

The Stacking Benjamins Show

It’s Taylor Swift week in the basement, and we’re kicking things off by looking at the business behind the beats. Joe, OG, and the gang pull back the curtain on the intentional, savvy moves that took Taylor from breakout teen artist to industry powerhouse—and why her playbook might just work for your financial life, too.

We’re talking about more than album drops. This episode covers:

• The power of controlling your own creative output
• Why strategic collaborations and timing matter
• How to avoid your own “sophomore slump”—in music or investing
• The underrated value of clarity, consistency, and small-but-steady improvements

Then, we take a sharp turn toward the world of Roth IRAs, answering a listener question about the five-year rule and clearing up common misconceptions. If you’ve ever been confused by tax rules or unsure when you can touch your money, this one’s for you.

Plus, there’s plenty more along the way:

• A local company stops making yardsticks (and we may be way too interested in that)
• Salutes to the troops, and a shoutout to basement podcasters
• A colonoscopy story you didn’t ask for, but will absolutely remember

Whether you’re a Swiftie, an investor, or just here for the financial clarity, this episode brings strategy, insight, and unexpected takeaways you can actually use.

FULL SHOW NOTES: https://stackingbenjamins.com/the-strategic-genius-of-taylor-swift-1669

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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