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The Stacking Benjamins Show

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

The Stacking Benjamins Show

Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP

Financial Planning, Cfp, Education, Business, Retirement, Personal Finance, Money, Investing

4.42K Ratings

🗓️ 14 April 2025

⏱️ 69 minutes

🧾️ Download transcript

Summary

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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Transcript

Click on a timestamp to play from that location

0:00.0

I just found out that there's this company in town that makes yard sticks and they're not making them any longer.

0:07.8

God.

0:09.0

Be better.

0:10.2

What is it?

0:12.1

OG left because of that.

0:15.5

It just literally got up and left.

0:18.3

That was it.

0:19.1

We found the last draw.

0:22.5

That was the one that did it.

0:24.2

All the jokes over all the years.

0:26.2

And that's the one that ended it.

0:28.0

Oh, look at he's he is back.

0:30.8

Let's raise our mugs, everybody.

0:32.6

And kick off this fantastic week of shows on behalf of the men and women at Navy

0:37.3

Federal Credit Union and the men and women

0:39.0

making podcast to Mom's Basement, big salute like we do every Monday to our troops,

0:43.3

keeping it safe while we played all weekend, watching the Masters, having some fun.

0:48.8

I was wandering around Michigan State University.

0:50.9

Go Sparty.

0:51.8

Here's to our troops.

0:53.0

Trying to see if they would give you a degree.

0:55.4

Finally,

...

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