Taylor Swift offered yet another display of generosity following the 2025 Grammy Awards when she stopped to tip staff members on her way out of a post-ceremony celebration. A fan video, shared online by Pop Crave in mid-February, shows the "Shake It Off" singer exiting a venue with friends and security, only to double back when she noticed four employees standing against a hallway wall. Swift walked up to each person, placed an undisclosed amount of cash into their hands, and thanked them with a bright smile before leaving for the night.
This memorable act of kindness was not the evening's only heartwarming moment. Swift, who was nominated for several categories (ultimately conceding Album of the Year to Beyoncé's Cowboy Carter), also shared a quick exchange with a fan backstage. The fan captured the encounter in a TikTok video, showing the singer wearing a "Chiefs red" Vivienne Westwood micro-mini dress paired with Janelle Monáe's blazer—an outfit Swift acquired mid-show. Complimented by the admirer with, "Hi queen, you look amazing," Swift responded graciously: "That's very nice of you, so do you."
Swift's history of generous tipping and overall courtesy is well-documented. In December 2023, she was photographed handing out $100 bills to food runners while cheering on her then-new beau, NFL tight end Travis Kelce, during a Kansas City Chiefs game at Gillette Stadium. One attendee who witnessed the gesture posted about it on social media, remarking that the singer's warm-hearted nature is more impactful than the actual dollar amount.
Notably, Swift has also shown her appreciation on a large scale. She made headlines for giving more than $55 million in bonuses to dancers, stage technicians, sound engineers, caterers, and many others who contributed to her globe-trotting Eras Tour. Beyond tour-related generosity, smaller-scale gestures—like tipping employees after a night out—reinforce that this star frequently extends her gratitude to those around her.
The singer's display of thoughtfulness even trickles into her time spent offstage. One insider recalled that during a dinner date in April 2024 at Madeo Ristorante in West Hollywood with Kelce, Swift treated the restaurant staff warmly and left a generous tip. "She's super sweet," one observer mentioned. "They were both really, really nice, and she tipped extremely well."
Since wrapping her Eras Tour and with Kelce's NFL season concluded, the pair is said to be savoring some downtime. According to a source close to the couple, "Their lives have been a whirlwind since they first started dating. Things seem great between them, and they're incredibly happy together." With all the travel, performances, and public appearances, Swift appears to be enjoying quiet moments whenever possible—a far cry from her jam-packed schedule during the tour's peak months.
Still, that jam-packed schedule doesn't seem to have diminished her capacity to connect with fans or to acknowledge the service workers who cross her path. Her decision to go back and personally tip four employees may have been brief, but it served as a testament to her reputation for treating everyday individuals with generosity and gratitude. From huge end-of-tour bonuses to a simple, "Thank you," Swift continues to demonstrate that paying kindness forward can be a defining element of celebrity.