
It wouldn’t be a Taylor Swift update without some sort of accompanying puzzle. After she and fiancé Travis Kelce posted a joint-engagement announcement on Instagram on August 26, fans and Vulture writers wondered when this engagement actually happened. There was no way, knowing Swift’s penchant for media control, that this happened the day before, for instance. Like, who gets proposed to on a Monday?
Within hours, a source revealed to “Page Six” that the engagement happened “a couple weeks ago.” Ed Kelce confirmed this in an interview with Cleveland’s ABC News. “Travis actually did the proposal, oh, maybe two weeks, not quite two weeks ago,” he said, which is dadspeak for “a couple weeks ago.” That puts the proposal date firmly in the month of August. “I think she was getting maybe a little antsy, but he was going to put her off till this week, to, you know, make some grand thing, to make it a big special event,” Kelce Sr. added in the type of statement designed to give Swift publicist Tree Paine an aneurysm. Mr. Kelce also added that when the couple called him after, he was at a Philadelphia Eagles public practice, which per the team’s official site, was on August 10th.
But what happened a couple weeks ago to convince Kelce to do it then? Might it have been a certain podcast recording? A now-locked (and/or deleted) social-media account belonging to a woman named Sierra tweeted on August 26 that “The most fun fact I can share is that the proposal was being set up while they recorded the podcast and he proposed afterwards.” Who is Sierra and why does she purport to know any facts about the proposal at all? She apparently works in the service industry in Kansas City, and she was part of the set-up crew for the event that took place in Travis’s backyard. That a handful of Missouri-based service workers have been keeping NDA-quiet about Swift’s proposal for two weeks feels tenuous at best, though the idea of proposing to someone after recording a podcast episode is undeniably funny. Still, Swifties are convinced this might be the case given the engagement photos posted by Swift feature “indents” in her hair that look similar to ones that would be caused by wearing big headphones for a while.
YOU CAN SEE WHERE THE HEADPHONES INDENTED HER HAIR pic.twitter.com/tK9Ms0Y7Nt
— Jess 🐾🐄🪩❤️🔥 (@marveloustime9) August 27, 2025
Still: Did Swift change outfits after recording the podcast? Wouldn’t they have maybe taken photos on a different day? Are those pictures really from Kelce’s backyard?
Ed Kelce did not confirm or deny whether his son proposed to Swift after recording New Heights, but he did tell ABC that the proposal took place at “a garden at his home” in Lee’s Summit, Missouri, which does feel like code for “backyard.” There are few feelings better than knowing you’ve nailed a two-hour appearance on a podcast, so perhaps everyone was riding high on that. In the intro to the August 27 episode of New Heights, Travis and his brother, Jason, broke down Swift’s appearance without alluding one way or another to whether the engagement happened right after (though Jason solo wished them the best in the episode intro). “I don’t think it could have gone any better,” Jason said of Swift’s episode to which Travis then added, “I know Tay walked away absolutely ecstatic and excited and happy that she came on here and had her first podcast experience with me and you, man.” Maybe she also walked away with a ring.
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Ed Kelce and a mysterious tweet are throwing off the engagement timeline.