Maggie Sajak was practically “burnin’ up” as she cheered on her boyfriend Jackson Olson‘s performance with the Jonas Brothers at the 2026 Banana Bowl.
“Let’s go!!!!” Sajak, 31, rallied via her Instagram Story over footage of Olson, 28, being introduced to a huge ovation at Nationals Park on Saturday, October 10.
Olson’s team, the Savannah Bananas, competed in the first-ever Banana Bowl in Washington D.C. alongside five other teams from the Banana Ball Championship League — the Party Animals, the Firefighters, the Texas Tailgaters, the Loco Beach Coconuts and the Indianapolis Clowns. Sajak was in attendance on Saturday to support her beau.
During the ninth inning, all six teams set aside their rivalries for a few minutes to perform a choreographed dance routine with the Jonas Brothers. The boyband took to the field for a medley of their greatest hits — including “Burnin’ Up” and “Sucker” — alongside the Banana Ball teams, before jamming on “Celebrate!” with Olson and the Savannah Bananas at home plate. (Kane Brown, John Cena, Pentatonix, the touring ensemble from Disney’s Beauty and the Beast and Dancing With the Stars cast members also appeared during the exhibition game.)
Maggie Sajak and Jackson Olson Disney/Eric McCandless
As the Jonas Brothers kicked off their set, an excited Sajak asked her Instagram followers, “Like how is this real OMG?”
“Mood when @jacksonolson and the Jonas Brothers are on the same field,” Sajak wrote over footage of herself dancing in the stands at Nationals Park.
Unfortunately, the Savannah Bananas couldn’t bring home the championship on Saturday, finishing as runners-up to the 2026 Banana Bowl winners, the Texas Tailgaters.
Olson has somehow managed to fit his playing time with the Bananas into a jam-packed schedule this fall, seeing as he is simultaneously competing on Dancing With the Stars season 35.
Sajak has frequently been in the ballroom throughout the first few weeks of the season to show her support for Olson. (The couple went public with their relationship in April, after originally crossing paths at a Los Angeles Dodgers game in October 2024.)
In September, Olson exclusively explained to Us why he tries to never look at Sajak in the crowd while he is performing with professional partner Emma Slater on DWTS.
“It’s so awesome [to have her here]. I try not to look at her during the dance because I know that she’s smiling,” he sweetly revealed. “I know that she’s so excited and smiling. And if I looked at her, I would just like be like, ‘Ah!’”
Olson added, “But it’s awesome, and she’s so supportive of both of us, too. She was wearing the Team Banana ballroom shirt [for Viral Hits Night], so that was cool.”
Speaking to Us, Olson hinted that Maggie’s famous father, former Wheel of Fortune host Pat Sajak, may make an appearance in the DWTS studio audience before the end of the season.
“We need to [have him here],” Olson insisted. “I think he’ll be at one of these.”
Jackson Olson has been making a name for himself long before his romance with Pat Sajak’s daughter Maggie Sajak. Olson is best known for his role as a social media personality and player for the Savannah Bananas. Amid the Bananas’ growing online popularity, Olson has become a standout player on the team. The athlete has […]
The athlete doesn’t have much time to decompress after the Banana Bowl, as he and Slater, 37, will be dancing the salsa to “Uptown Funk” on DWTS‘ “Super Bowl Night” on Tuesday, October 13.
Dancing With the Stars airs on ABC Tuesdays at 8 p.m. ET on Disney+ and ABC.
