Joshua Goldman
Joshua Goldman
min read · September 14, 2025 · Entertainment

From Pizza Boxes to Sundresses: The Little-Known Brand Deals Taylor Swift Would Rather Forget

Taylor Swift doesn't get involved in the same sponsored content deals as her peers now... but there was a time when she promoted a range of products from perfume to pizza

TAILORED TO PERFECTION: TAYLOR SWIFT'S MOST CRINGEWORTHY BRAND DEALS THAT WE'RE STILL NOT OVER!

It's no secret that Taylor Swift is a marketing genius, but even the most devoted Swifties may have forgotten about her earlier days as a brand ambassador for some of the biggest names in the industry. The pop sensation has been raking in billions, thanks to her songwriting prowess and calculated business moves, but it wasn't always that way. In fact, we've dug up some of Taylor's most cringeworthy brand deals from her past, and trust us, they're worth a laugh!

From perfume to pizza, Taylor Swift once partnered with some of the biggest brands in the world. We're talking CoverGirl, American Greetings, Keds, Papa John's, and even Walmart! Yes, you read that right – Walmart! But don't worry, we won't judge you for owning up to these past mistakes (we've all been there, right?). The question is: what makes Taylor Swift the perfect partner for brands?

Now, her 2012 Papa John's pizza box re-sells on eBay for more than $500, while others for a slightly less expensive $300

According to Reilly Newman, a California-based brand strategist, it's all about nostalgia and memory. "These earlier ads are simply more lore that adds to the 'I remember Taylor when...'" Newman explained in an interview with thescholarlynote.com. "Taylor was the perfect partner for brands because she tapped into the nostalgia of her fans." And boy, did she ever! From her Wonderstruck and Incredible Things perfumes to her very own doll (yes, you read that right – a doll!), Taylor's brand deals were everything from quirky to kitschy.

But it wasn't just beauty and fashion products that Taylor Swift dabbled in. She also partnered with some of the biggest tech brands out there, including Samsung, Sony, and AT&T. And let's not forget about her music – Taylor released a range of greeting cards with American Greetings, complete with original songs and lyrics! Talk about a marketing genius!

But what makes Taylor Swift's brand deals so special? It all comes down to the way she connects with her fans on an emotional level. "Taylor has mastered the art of high/low dressing," said Annalise Wood, a 26-year-old content creator who recently shared a viral TikTok reminiscing about Taylor's previous business ventures. "She knows how to tap into the nostalgia of her fans and make them feel like they're part of something special."

In 2015, Swift teamed up with classic shoe brand Keds on a fall collection with a kitschy campaign that appeared online and in New York neighborhoods

And it seems like her fans are still hooked on her past products. We've seen Swifties raving about their old Keds shoes, perfume bottles, and even greeting cards that still play music! In fact, one fan claimed to have kept her original Wonderstruck perfume for years, saying "it still smells good!" Another fan shared that they've been wearing their Taylor Swift Keds for over a decade, proudly declaring "I don't care if teenagers think I dress like a 37-year-old!"

But what's next for Taylor Swift? According to Reilly Newman, it's unlikely she'll partner with any new brands. "I don't see her brand jumping for the dangling celebrity carrot of a makeup or tequila brand," Newman said. "We've seen far too many of these brands pop up then fizzle and only a few have been the true exception." However, there is one possibility – an NFL partnership! With rumors swirling that Taylor will perform at the Super Bowl halftime show, it's clear that she's still got the power to influence the masses.

And let's be real – with her current net worth of over $1 billion, it's no wonder brands are clamoring for a piece of the action. But one thing's for sure: when Taylor Swift partners with a brand, you can bet your bottom dollar it'll be a lucrative deal!

Swift, now 35, put out cards with American Greetings, many of which played music when they were opened

So, what do you think? Are you still rocking those old Keds shoes or Wonderstruck perfume bottles? Share your stories in the comments below! And if you're feeling nostalgic, grab some tissues and get ready to reminisce about Taylor Swift's most cringeworthy brand deals that we're still not over!

HAPPENING NOW

  • The 2012 Papa John's pizza box featuring Taylor Swift is currently selling on eBay for over $500!
  • Fans are begging Taylor to re-release her perfume – will she listen?
  • Taylor's Keds collection from 2015 is still going strong, with fans rocking their old shoes years later!

Some fans still wear Swift's Wonderstruck perfume. Above, Swift is seen promoting the fragrance during the launch at Macy's Herald Square on October 13, 2011 in New York City

TAILORED TO PERFECTION: TAYLOR SWIFT'S MOST CRINGEWORTHY BRAND DEALS

We've dug up some of Taylor Swift's most cringeworthy brand deals from her past. Take a look at these embarrassing moments that we're still not over:

  • Wonderstruck perfume (2009) – who could forget this iconic scent?
  • Incredible Things perfume (2010) – another beauty classic that's still loved by fans today!
  • Keds fall collection (2015) – Taylor teamed up with the classic shoe brand for a kitschy campaign that still has us swooning
  • Papa John's pizza box (2012) – this one's worth over $500 on eBay, folks!
  • Walmart l.e.i. collaboration (2008) – yes, you read that right – Taylor was once the face of Walmart!

Swift has mastered the art of high/low dressing, and her fans are still following in her footsteps

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