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Maggie Sajak lit up Nationals Park as she cheered for boyfriend Jackson Olson during a star‑studded halftime at the inaugural Banana Bowl. The night blended pop spectacle and viral baseball, with the Jonas Brothers sharing the field with the Savannah Bananas and six teams from the Banana Ball Championship League.
Nationals Park turned pop stage as fans roared
Saturday’s crowd at Nationals Park was electric. Olson was introduced to loud applause as he took the field for the Savannah Bananas. Sajak captured the moment on her Instagram Story, visibly thrilled as the band joined the baseball spectacle.
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Jackson Olson draws Jonas Brothers at Banana Bowl: Maggie Sajak cheers him on
When the Jonas Brothers met Banana Ball
The ninth inning became a showstopper. All six Banana Ball teams paused competition to perform a synchronized routine with the Jonas Brothers.
- Performers on the diamond: the Jonas Brothers with the Banana Ball teams.
- Songs featured: a medley of the band’s hits and a closing party number at home plate.
- Special guests: Kane Brown, John Cena, Pentatonix, the touring cast of Disney’s Beauty and the Beast, and members of the Dancing With the Stars troupe.
The collaboration turned a baseball exhibition into a cross‑genre event that mixed choreography and crowd interaction.
Teams, results and the Banana Bowl finalists
Six squads from the Banana Ball Championship League competed in Washington, D.C.:
- Savannah Bananas
- Party Animals
- Firefighters
- Texas Tailgaters
- Loco Beach Coconuts
- Indianapolis Clowns
The Savannah Bananas advanced deep into the event but fell short in the final. The Texas Tailgaters claimed the Banana Bowl title, leaving Olson’s Bananas as runners‑up.
Jackson Olson juggling baseball and the DWTS ballroom
Olson is balancing a busy fall schedule. He’s playing with the Savannah Bananas while also competing on season 35 of Dancing With the Stars.
- Professional partner: Emma Slater.
- Upcoming routine: a salsa to “Uptown Funk” on DWTS’ “Super Bowl Night.”
- Air time: DWTS airs Tuesdays at 8 p.m. ET on ABC and streams on Disney+.
On the dance floor, Olson admits he tries not to catch Sajak’s eye. Seeing her smile distracts him during choreography, he has said, so he focuses forward and lets her enthusiasm be a boost after the performance.
Maggie Sajak’s visible support and the couple’s story
Sajak has been a frequent presence both in the stands and in the studio audience. The pair went public in April after meeting at a Los Angeles Dodgers game in October 2024.
She’s attended several DWTS episodes and even sported team merchandise on themed nights. Olson has suggested that Sajak’s father, former Wheel of Fortune host Pat Sajak, might visit the DWTS audience before the season wraps.
What to watch next for Olson and the Bananas
After the Banana Bowl, Olson returns to the DWTS stage for the next live show. Fans who followed his baseball appearances can tune in to see how the dual commitments affect his training and performances.
- Next DWTS appearance: Tuesday, Oct. 13 — salsa night.
- Where to watch: ABC at 8 p.m. ET and Disney+ for streaming.
