From Surprise Songs to Surprise Stewardship: An Eras Tour-Take on Donor Engagement

As my Spotify Wrapped unapologetically revealed a near-monopoly of Taylor Swift tracks, and as that inevitable twinge of sadness over the Eras Tour’s final weekend settled into my soul, I had a thought—one that might sound ridiculous but hear me out: there’s a fundraising angle here.

Okay, okay, I can sense your skepticism. But, if there’s anyone who knows how to build a devoted community around their work, it’s Taylor Swift. So I’m here to channel my fandom into something productive and bring some of that Eras Tour magic into our day-to-day fundraising practices. After all, if we can’t gather ‘round the grainy livestreams every weekend anymore, we can at least replicate a little of that sparkle and excitement for our donors.

…are you ready for it?

Figure Out What Works—and Go All-In

When Taylor launched the Eras Tour, she didn’t just rely on her biggest hits. She went all-in, blending the familiar nostalgia that long-time fans craved with fresh, dynamic elements that pulled in a whole new audience. Fundraising can follow suit. If a particular approach truly resonates—whether it’s a recurring giving program that your loyal donors adore or a year-end appeal that consistently outperforms your goals—don’t hold back. Double down on what’s working, refine it, expand it, and present it in an even more impactful way. Just like seasoned Swifties who sing along to every word and brand-new fans who jump on board after hearing one irresistible hook, donors love to see you leaning into your strengths. By showcasing what sets you apart and offering that same “turn-it-up-to-11” (or should we say….13?) energy, you’ll keep your longtime supporters thrilled and attract new ones who can’t wait to join the show.

Friendship Bracelets and Building a Community

Who knew what one lyric in a song (#1 in my 2024 Wrapped, btw) could do for friendship bracelets? Fans everywhere have traded these little tokens with strangers, instantly forging connections and stepping into a shared narrative. How’s that for “peer-to-peer fundraising goals”?

Building a true donor community means helping your supporters connect with each other, not just with you. Create channels for them to meet, share stories, and celebrate their collective impact. Activate volunteers through events or virtual gatherings. Engage your community on social media. Host a virtual gathering where donors can learn from each other, or highlight a donor’s personal journey in your newsletter so they feel recognized and part of something bigger—like the entire stadium singing along to “Cruel Summer.”

Seattle University exceeded their event attendance goal by 400% through targeted video outreach. Learn how.

The Surprise Songs: Keeping Engagement Fresh


The surprise songs have basically become folklore (c’mon, I couldn’t resist) among fans. We never know what we’re going to get, and that’s half the fun. Taylor’s consistent set, sprinkled with these pop-up acoustic gems, kept fans refreshing their feeds every night. Now, think about your donors. They love reliability and trustworthiness, yes—but also a dash of spontaneity. Send that unexpected personalized thank-you video from someone impacted by their gift. Drop a donor-exclusive piece of content out of nowhere. Keep them guessing (in a good way) and they’ll stick around, eagerly awaiting your next mashup.

Need some inspiration? We’ve compiled a list of unique holidays to engage donors around. Check them out!

Authenticity and Attentiveness: A Masterclass in Listening and Responding

Here’s the thing about Taylor: she’s never just performing at her audience. She’s listening. She knows fans dissect her lyrics, watch for Easter eggs, and freak out over tiny details in her socials. She hears what her fans are saying, and she responds with nods, hints, and clever winks. As a fundraiser, you can do the same. Tune into what your donors are discussing on social media or in your digital community. If they’re passionate about a particular initiative, lean into that. Show them you’re paying attention. Authenticity isn’t just a buzzword; it’s an open line of communication that proves you value their voice and aren’t just blasting generic emails into the void.

The University of Miami used Facebook engagement to surface 7,000 leads for frontline fundraisers. Learn more.

(Taylor’s Version): Owning Your Narrative


When Taylor re-recorded her albums, she didn’t just claim her musical rights—she brought out “from the vault” songs that fans never knew they needed. These previously hidden tracks added even more richness and depth to an already beloved narrative. Similarly, your organization can revisit past messaging, older campaigns, and even legacy donor data, revealing new “vault” gems that enhance your story. Don’t shy away from brushing the dust off old material and presenting it through a fresh, authentic lens that speaks to who you are now. Just as Swifties rejoice at unheard tunes, your donors will appreciate the honesty, evolution, and complexity you’re willing to share. By showing you’re not stuck in the past—that you can unearth the best parts of your history while refining your message—you’ll rally supporters around your continually unfolding narrative, one that they’ll be excited to champion.

Always Reinvent, Always Listen, Always Grow


The real magic behind Taylor’s legacy lies in her ability to continually reinvent herself. She never gets stuck in a single era—she evolves, experiments, and surprises, all while staying true to the core values that made us fall in love with her music in the first place. Consider how she introduced the Tortured Poets Department mid-tour, updating the setlist as she went. At first it might have seemed like a risk, but leaning into that current moment—embracing a fresh, unexpected element—paid off big time. Now, this segment is one of the most iconic parts of the show, demonstrating that a willingness to pivot can open the door to long-term success.

Your fundraising strategy should embody that same fearless flexibility. Maybe you pivot mid-year to try a new engagement channel, shift campaign messaging, or even launch a bold new initiative that reflects what’s resonating with your donors right now. Take feedback to heart, stay tuned in to the current landscape, and don’t be afraid to try something that sets you apart. And always circle back to the foundation of your mission. Let your supporters know you’re not content to leave them with a grainy livestream of who you once were—like Taylor, you’re committed to offering them a front-row seat to your next exciting evolution.

Whether you’re strumming a guitar or tapping away at a keyboard, channel that inner Swiftie and bring these lessons into your fundraising world. Listen closely, engage with genuine warmth, and don’t shy away from a few well-timed surprises. Own your story, invite your donors into your narrative, and make them feel like true VIPs in your crowd. Because in fundraising, as in music, your people deserve to know that you see them, you hear them, and you’re ready to “Begin Again” in every new era—together.

And if you’re ready to enter your modern fundraising era, let us know! Request a demo.

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