Reality TV
Maggie Sajak Backs Boyfriend Jackson Olson Following His Ballroom Exit
Oct 28, 2026
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Jackson Olson
exhibition baseball player · reality TV contestant
11 stories · latest Oct 28, 2026 · Reality TV, Celebrity
Jackson Olson biography
Jackson Olson is a 28-year-old exhibition baseball player and social media favorite known for playing second base for the Savannah Bananas. After building a massive online following through viral sports entertainment routines on the diamond, he made the jump to reality television as a contestant on Dancing With the Stars.
Recent coverage highlights his stint on Season 35 of Dancing With the Stars alongside veteran professional partner Emma Slater, kicking off their run with a Savannah Bananas-themed cha-cha. Off the dance floor, reports have focused on his relationship with Wheel of Fortune correspondent Maggie Sajak and his pre-season promotional routines blending baseball with ballroom dancing.
- Coverage surrounding Jackson Olson heavily highlights the crossover between his viral exhibition baseball career and his transition to reality television.
- Media attention also consistently focuses on his relationship with Maggie Sajak and his dance partnership with Emma Slater.
The Jackson Olson shelf
Music to own
Latest on Jackson Olson
Reality TV
Jackson Olson Breaks Silence After Guillermo Rodriguez Diss Backlash
Oct 13, 2026
Reality TV
Emma Slater Refuses to Dwell on 'Stingy' DWTS Judges' Scores
Sep 16, 2026
Reality TV
Maggie Sajak Cheers On Boyfriend Jackson Olson During His 'DWTS' Premiere
Sep 16, 2026
Reality TV
Emma Slater Teams Up With Savannah Bananas Ahead of ‘Dancing with the Stars’ Premiere
Sep 12, 2026
Jackson Olson timeline
Aug 16, 2026
Jackson Olson was announced as a celebrity contestant on Season 35 of Dancing With the Stars.
From Banana Ball to Ballroom: Viral Baseball Star Jackson Olson Joins DWTS
Sep 2, 2026
Professional dancer Emma Slater expressed excitement about Olson joining the show and pitched producers to partner with him.
Emma Slater Reacts to Savannah Bananas Star Jackson Olson Joining Dancing With the Stars
Sep 7, 2026
Olson and girlfriend Maggie Sajak released a joint video to clear up rumors about how they first met.
Maggie Sajak and Jackson Olson Set the Record Straight on Their Meet-CuteSep 12, 2026
Slater joined Olson on the field for a live promotional dance routine with the Savannah Bananas squad.
Emma Slater Teams Up With Savannah Bananas Ahead of ‘Dancing with the Stars’ PremiereSep 16, 2026
Olson made his Dancing With the Stars debut performing a cha-cha with Slater, scoring 15 out of 30.
Maggie Sajak Cheers On Boyfriend Jackson Olson During His 'DWTS' PremiereSep 16, 2026
Slater addressed tough judges' scoring from Carrie Ann Inaba after a difficult night in the ballroom with Olson.
Emma Slater Refuses to Dwell on 'Stingy' DWTS Judges' Scores
The photos · 8
Jackson Olson: your questions
Who is Jackson Olson dating?
Jackson Olson is dating Wheel of Fortune correspondent Maggie Sajak.
What baseball team does Jackson Olson play for?
Jackson Olson plays as an infielder and second baseman for the Savannah Bananas exhibition baseball team.
Who is Jackson Olson paired with on Dancing With the Stars?
Olson is paired with veteran professional dancer Emma Slater on Season 35 of Dancing With the Stars.
What score did Jackson Olson get on his Dancing With the Stars debut?
Olson and partner Emma Slater earned a score of 15 out of 30 for their debut cha-cha performance.
More on Jackson Olson
Celebrity
Maggie Sajak and Jackson Olson Set the Record Straight on Their Meet-Cute
The Wheel of Fortune personality and Savannah Bananas star clear up rumors about how their romance began.
Sep 7, 2026
Reality TV
Jackson Olson Put to the Test in 'DWTS' Trivia Quiz Ahead of Ballroom Debut
The Savannah Bananas star answered questions about partner Emma Slater, Taylor Swift, and his Yankee Stadium dreams.
Sep 4, 2026
Reality TV
Emma Slater Reacts to Savannah Bananas Star Jackson Olson Joining Dancing With the Stars
The DWTS pro was ready to pitch producers the moment she heard the baseball favorite was heading to the ballroom.
Sep 2, 2026
Reality TV
Dancing With the Stars Boss Reveals Strategy Behind Season 35 Cast Moves
Executive producer Conrad Green breaks down the show's biggest roster shakeup yet, from all-female duos to off-season hype.
Sep 2, 2026
Reality TV
Jenna Dewan and Tyler Cameron Set to Join 'Dancing With the Stars' Season 35
The ballroom floor is getting crowded as the 'Bachelor' alum and actress reportedly join an already star-studded lineup.
Aug 19, 2026
Reality TV
From Banana Ball to Ballroom: Viral Baseball Star Jackson Olson Joins DWTS
The Savannah Bananas second baseman is taking his choreographed moves to the dance floor.
Aug 16, 2026