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Marry a Woman Smarter Than You
“The Taylor interview—which now has over 12 million views on YouTube—felt more like a double date with a lovely couple you’re just getting to know,” writes Will Rahn. (Screen grab via New Heights podcast)
The straight male case for Taylor Swift’s engagement to Travis Kelce.
By Will Rahn
08.14.25 — Culture and Ideas
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Taylor Swift and Travis Kelce announced their engagement a few hours ago, and we at The Free Press couldn’t be happier. Earlier this month, Will Rahn, our beloved straight male editor—no, he's not a diversity hire—reviewed the starlet’s appearance on Kelce's podcast under the headline ‘Marry A Woman Smarter Than You.’ Given that the Kansas City Chiefs star took our advice to heart, we’re republishing Will's delightful piece today. Congrats to the happy couple! —The Editors

When Taylor Swift told the world, earlier this week, that she’d be announcing her next album on two dudes’ podcast, the women of The Free Press broke down.

The vibe shift has got to her! one camp cried. She’s mad the podcast bros got Trump elected, so now she’s coming for them! 

It’s not that deep, another camp insisted. After all, the podcast hosts are her boyfriend and his brother!

The argument escalated. No one could agree: Which Swift fan in the office should write the hot take? Would we flip a coin? Or would we agree that because all the Swifties wanted to write the piece, none of them would?

Would we, instead, force the token straight, male writer in the office to tackle the subject—even though he professed no interest, no desire, even though he actively begged not to do this?


Read
Taylor Swift Unites America

I didn’t want to watch the interview Taylor Swift did last night with her boyfriend Travis Kelce and his brother Jason on their YouTube show New Heights. Let’s start with the fact that it’s two hours long. That’s too long for a podcast. Hell, that’s usually too long for a movie. And I don’t know any of these people. I could name perhaps five Taylor Swift songs. I don’t care about the NFL. I don’t care about the Kansas City Chiefs, the team Travis plays for. And I only dislike Jason’s team, the Philadelphia Eagles, because I never want Philadelphia to win anything. 

I was glum when I started watching. So why was I smiling five minutes in?

Gosh, I thought. I think I like these people. 

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Will Rahn
Will Rahn is a senior editor and writer for The Free Press. Previously, he was the politics editor for Yahoo! News and the Washington bureau chief for The Daily Beast.
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