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The Stacking Benjamins Show

Harvard Business Review's Kevin Evers on the Genius of Taylor Swift (SB1671)

The Stacking Benjamins Show

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

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

4.42K Ratings

🗓️ 16 April 2025

⏱️ 70 minutes

🧾️ Download transcript

Summary

What Taylor Swift teaches us about strategy, long-term thinking, and building an empire.

Taylor Swift isn’t just a pop icon—she’s a master strategist. And in this episode, we unpack exactly how she built a cultural and financial empire with smart moves that offer powerful lessons for any Stacker.


Joe Saul-Sehy sits down with Kevin Evers of Harvard Business Review Press to explore:

  • How Taylor’s early partnerships set her on a path most artists never get to walk
  • Why a clear vision—and the discipline to stick to it—can be a superpower
  • How she turned frustration into creative fuel and conflict into leverage
  • The surprising role MySpace and radio tours played in her initial success
  • And what her story teaches us about marketing, risk-taking, and ownership


But the show doesn’t stop there. Joe and OG also dive into:

  • Grant Cardone’s 401(k) comments and whether his hot takes hold up
  • The risks and rewards of real estate
  • What crypto storage, insurance, and documentation mean for your financial safety net


Plus, Mom’s neighbor Doug jumps in with a tax-themed trivia challenge—and a few surprising family stories to bring it all back home.


Whether you’re a Swiftie, a strategist, or someone just trying to make smarter money moves, this episode delivers sharp takeaways and fresh perspectives.


FULL SHOW NOTES: https://stackingbenjamins.com/all-about-taylor-swift-business-genius-1671


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

Okay, right here.

0:02.0

It says right here in this account we have $401,000.

0:06.0

Jackpot?

0:07.0

No, that says you have a 401 account.

0:11.0

If you liquidate that right now, you'll have, you know, maybe $5,000.

0:16.0

So what happened to the other $396,000?

0:22.8

What is wrong with the two of you?

0:33.8

Live from Joe's Mom's basement, it's the Stacking Benjamin Show. I'm a new. show.

0:47.9

I'm Joe's mom's neighbor, Doug, and how do you follow up our deep dive into the genius of Taylor Swift on Monday?

0:49.8

You talk to the guy who literally wrote the book on the topic.

0:54.2

Today, we welcome from Harvard Business Review Press, Kevin Evers.

0:58.5

Plus, in our headline, one publication is worried your crypto stash might not be as safe as you'd think.

1:04.8

How do you protect your digital assets?

1:07.4

We'll share.

1:08.4

And don't you worry yourself even a little bit because I'll be sure to amaze you

1:13.2

with some incredible trivia. And now two guys who are the Taylor Swift's of financial podcasting,

1:20.8

it's Joe and oh, Jha, Jha, JJ-G. One of them looks great in tights.

1:32.2

I was going to say, no laughing while you're doing that, Doug.

1:34.4

No laughing while you're saying that.

1:35.7

Come on, straight face.

1:37.4

Hey, everybody.

1:38.3

Welcome to our version of the Ares Tour.

...

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