Pat Sajak's daughter Maggie makes romance with boyfriend Jackson Olson red carpet official

Nov 15, 2026 - 08:02
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Pat Sajak's daughter Maggie makes romance with boyfriend Jackson Olson red carpet official

By SHARON MAI, ENTERTAINMENT REPORTER

Published: 04:27 GMT, 15 November 2026 | Updated: 04:42 GMT, 15 November 2026

Pat Sajak's daughter Maggie Sajak debuted her relationship with Jackson Olson at the 2026 Kids' Choice Awards on Saturday.

The 31-year-old daughter of the Wheel of Fortune legend walked the red carpet with the 29-year-old social media personality and baseball player at Television City Studios. 

For the star-studded soirée, Maggie wore strapless, sequin dress with a thigh-high slit and an icy blue to butter yellow ombré design. 

She paired the glamorous dress with silver sandal heels and her blonde tresses styled in mermaid-style waves. 

She completed her look with pale blue eyeshadow and a nude, glossy lip. 

Olson coordinated his look to match hers and sported a pastel blue blazer as the pop of color in his otherwise all-white ensemble. 

Pat Sajak's daughter Maggie Sajak debuted her relationship with Jackson Olson at the 2026 Kids' Choice Awards on Saturday

The pair flashed their matching, bright smiles as they posed together on the red carpet, debuting their romance after meeting last year.  

Olson is a presenter at this year's Nickelodeon award show and made his appearance at the event following his run on Dancing with the Stars. 

He was a competitor on the current, 35th season of Dancing with the Stars and was partnered with pro dancer Emma Slater. 

He was tied for ninth place with fellow competitor Tyler Cameron eliminated during the October 27th episode. 

In April, Maggie confirmed she has been dating the Savannah Bananas baseball player in a joint Instagram post.

Olson revealed he and Maggie met at a Dodgers playoffs game in October 2025, about a month after they started following each other on Instagram. 

In a video shared via social media in early September, he recalled posting photos on his Instagram Story at the game and capturing Maggie in the background of a snapshot.

He said when they realized they were in the same place, they exchanged messages and decided to have a drink together before returning to their seats. 

The 31-year-old daughter of the Wheel of Fortune legend walked the red carpet with the 29-year-old social media personality and baseball player at Television City Studios

For the star-studded soirée, Maggie wore strapless, sequin dress with a thigh-high slit and an icy blue to butter yellow ombré design

In April earlier this year, Maggie and the Savannah Bananas baseball player confirmed their romance in a joint Instagram post. He has also since spoken about meeting her father; pictured in November 2017

'I have [met Pat Sajak], he's a great guy,' he told Us Weekly. 'Everybody's nervous to meet the father of the person they're dating, or mother or both'

In May, he also opened up about meeting Maggie's father for the first time. 

'I have [met Pat Sajak], he's a great guy,' he told Us Weekly. 'Everybody's nervous to meet the father of the person they're dating, or mother or both.'

He continued: 'I'm a very weird person, I'm a very out there person. I'm not going to hold back who I am as a person, and people seem to enjoy that company. 

'I'm happy that I'm able to be myself truly in every aspect now,' he said about his and Maggie's long-distance relationship.

'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 added: '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.' 

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