October 3, 2025

The ad lesson hidden in each Taylor Swift era

Jenna Mason

Senior Content Strategist

Would you believe it if I told you I’ve been working on this article for 5 years? You could even call it a personal vault track. Having been a Swiftie for almost 20 years of my life, I’ve basically grown up with her, whether it’s learning from her mistakes or oddly going through the same thing at the exact same time.

Each of Taylor’s iconic eras offers more than music – they hold both life lessons and marketing truths. From Fearless to The Life Of a Showgirl, her evolution isn’t just personal, it’s strategic. And if you pay close enough attention, you’ll find that her career is a masterclass in branding, storytelling, and staying relevant without selling out.

Debut - Authenticity is your launch strategy

Taylor Swift came into the industry being authentic to herself. Her first album reads almost like a personal diary. In her early days, she traveled from radio station to radio station – taking any stage she could – just to share her innermost thoughts with the world. And, it worked! What draws people to Taylor is that she has always stayed true to who she is. Brands can take a page out of her book (diary) by coming to the table as their truest selves. Don’t try to copy what’s working for the hottest brands. Be you. 

Fearless - Human truths = universal reach 

Taylor’s second album (yeah, at this point we’re on a first-name basis) is all about those universal human truths. What she learned in her first era was that most people related to her life experiences, and she fully leaned into that with Fearless and her future albums. Once marketers dig up those squishy human truths and find those tension points, you’ve hit a gold mine. 

Red - Experiment out loud

Red was Taylor’s first foray into pop music. She faced criticism for leaving the country bubble, but her willingness to step out of the box landed her her first Billboard Hot 100 #1 with “We Are Never Ever Getting Back Together,” launching her into the mainstream. What can we learn from this? Don’t be afraid to experiment! Hey, look at Nutter Butter’s social media. They went completely left field and reinvented themselves, and it worked! Now other brands are trying to emulate their weirdness. 

1989 - If you’re going to rebrand, commit 

Taylor saw the success of her dabble into pop with Red, and she chose to dive headfirst into the genre with 1989. We can apply our learnings from the Red era to our 1989 era of embracing ideas wholeheartedly. Commit to the bit – it may just become a hit.

Reputation - Take control of the narrative

I’d like to start this off with: I’m a Rep girly and all of you should be too. Reputation came from one of Taylor’s darkest periods of life, when everyone hated her, thanks to a phone call with Kim K being made public. Taylor wasn’t seen for a year, but she came back stronger and better than ever. She learned her lesson: control the narrative. If consumers are taking your product or campaign into a dark place, don’t be afraid to work quickly and change the story. I was recently listening to Bobbi Brown’s episode of The Burnouts, and she mentioned how TikTok makeup creators criticized her new brand, Jones Road, stating the product didn’t work. Bobbi took to her own social media, aiming to post a video of how to use the product properly. However, it turned into a clap back handled with class and a little bit of humor that put the negative narrative to rest.  

Lover - Positivity spreads faster than shade

After her clapback era, Taylor embraced her Lovergirl era. While she still addressed her critics on Lover, she did so with joy – and a splash of color. In today’s world, it’s more important than ever for brands to spread positivity on social media, whether through proactive engagement on TikTok or by sharing wholesome customer stories.

Folklore & Evermore - whispers can go viral too

The sister albums, Folklore & Evermore. They came at a time (*cough cough*) when the world needed a little boost. With her Lover tour getting canceled, Taylor was stuck inside just like all of us. All of a sudden, she dropped Folklore, and five months later, Evermore dropped. While Taylor is the queen of album rollouts and Easter eggs, this quiet double drop can inspire brands to be a little more subtle. Not every campaign needs fireworks. Sometimes, low-fi content stands out in contrast to everyone else’s shiny, big-budget productions – especially if you plan the rollout just right.

Midnights - meet your audience where they’re at 

The Midnights Era had Taylor back to her ~mastermind~ antics with “Midnights Mayhem” teasing the album. She knew her fans became obsessed with figuring out her Easter eggs and finding meaning in everything. With culture’s TikTok addiction being in full swing, she knew people would be up until all hours of the morning listening to her album and reading into the lyrics. Thus, she birthed Midnights (3 am Edition). The takeaway: find your consumers’ obsessions and lean in. 

The Eras (Taylor’s Version) - Old ideas can be new again & your community is your content engine.

I couldn’t just have one learning from all of the re-records, now could I? This era introduced us to the Vault Tracks, AKA unreleased songs. (ATW10MVTVFTV, if you know, you know). So dig up those old brainstorming notes, you could be sitting on a diamond in the rough! 

With Taylor’s Versions came The Era’s Tour, which became a UGC machine. People were sharing every little detail online, from friendship bracelets to surprise songs to “1, 2, 3, let’s go b*tch!” ( if you know you know). By creating a world that your community feels safe to participate in, you’re creating a world your community wants to document for you!

The Tortured Poets Department - oversharing is a strategy

Over the years, Taylor learned that her fans loved her songs the most when she shared every little sordid detail. Advertising is in the age of transparency, especially with Gen Z. They want brands to put their money where their mouth is when it comes to sustainability and corporate philanthropy. They also crave taking a peek behind the scenes at what went into a campaign, a partnership, or a product. It makes them feel a part of the process.

The Life of a Showgirl - make a spectacle

At the moment of writing this article, we don’t quite know all that The Life of a Showgirl entails. What we do know is that Taylor is making quite the spectacle of this release, quite the opposite of her Folkmore/Evermore era. In 2025, every brand seems to be after that big, buzzy viral moment. On social, big, bold, “can’t-scroll-past” moments still cut through the noise. Markets chasing virality can learn that sometimes you have to go all in to get the feed’s attention.

Taylor Swift’s eras are more than just albums. They’re a masterclass in understanding your audience. Each era reminds us that advertising and social media success isn’t about a formula: It’s about reading culture, leaning into your brand personality, and knowing when to whisper and when to roar.

Xoxo,

A life long Swifite

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