Maggie Sajak Cheers On Boyfriend Jackson Olson at Savannah Bananas Game

Maggie Sajak was front and center for one of Jackson Olson’s biggest moments yet — and the photos prove she’s exactly the kind of girlfriend who shows up.

The Wheel of Fortune social correspondent, 31, was spotted in the stands cheering on her Savannah Bananas boyfriend during the 2026 Banana Ball World Tour, and the couple made sure to document the moment. Olson leaned in and kissed Sajak on the forehead in a sweet post-game photo, while she beamed in a yellow top — yes, the team’s official color — and denim jeans. Whether that outfit was intentional or just a happy coincidence, fans are choosing to believe she planned it.

Both Olson and Sajak shared the photos to their Instagram Stories and set them to Taylor Swift’s “Opalite.” Because of course they did.

The comments were just as warm as the moment itself. Olson’s Bananas teammate Alex “Ziggy” Ziegler dropped an “Ily guys” in the comment section, and Schmigadoon! actor Derek Klena kept it simple with “QT’s.” Honestly, same.

From Disney World to the Banana Ball Tour

The couple only went public about a month ago. On April 21, Olson surprised fans when he hard-launched the relationship during a trip to Disney World in Florida. His caption said everything it needed to: “Applications closed✅” — a nod to the viral “boyfriend application” moment that had already made him something of a folk hero on social media.

Since then, the two have been navigating what any new couple would consider a logistical challenge. Olson is based in Georgia with the Bananas. Sajak lives in Los Angeles, where she works in her role with Wheel of Fortune. Two different coasts, two very different schedules.

But Olson, for one, isn’t complaining. “It’s really cool because we’re obviously living very different lives right now on the opposite side of the country, but we’re able to come together and just have an awesome relationship,” he told Us Weekly exclusively on May 1. “I feel like in any relationship, you’re trying to figure out how to see each other as frequently as possible, which is never something that I thought in my past I was going to want to do… but now I really do.”

The Pressure of Playing in Front of Someone You Care About

Having your girlfriend in the stands is cute. Having your girlfriend in the stands when your job involves trick baseball and the entire crowd is watching? That’s a different kind of pressure.

Olson admitted he feels it. “I start sweating and I’m like, ‘I can’t strike out because then I have to hit a home run,’” he said, laughing. “Even though I do strike out a decent amount.”

But he’s found his footing. “I’ve gotten that out of the way of, like, the nerves there. Every person that I care about in my life has seen me play with the Bananas now, so it’s smooth sailing. If I play poorly, whatever, it’s life. We’re not playing for a World Series here.”

That’s the Savannah Bananas ethos in a nutshell — fans first, rules bent, fun mandatory. And it sounds like Sajak, daughter of the legendary Wheel of Fortune host Pat Sajak, fits right into that world. She showed up in team colors, cheered her guy on, and posted the Taylor Swift soundtrack to prove it.

The forehead kiss, though? That one’s going to live rent-free in fans’ heads for a while.