They're Official! Jackson Olson and Maggie Sajak Go Instagram-Official at Disney

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News (1 / 1) 22.04.2026 03:54 / Peter

Jackson Olson and Maggie Sajak surprised fans with a joint Instagram photo at Magic Kingdom in front of Cinderella Castle on April 21 — the post was captioned "Applications closed✅". Read on to discover the full story!

Magic Kingdom moment

The pair released a candid snap of themselves posing by the castle. Sajak wore a black skirt, white tee and Minnie Mouse ears, placing her hand on Olson’s chest, while Olson wrapped an arm around her in a gray Chicago shirt and black shorts. Teammates chimed in, with JT Sokolove joking, "Breaking news‼️ He has found his other side!" and Kyle “KJ” Jackson cheering them on.