"Finding Mr. Christmas "Star Robbie Simpson Gets Engaged During Surprise Sydney Proposal to Fiancé Kyle Pollak (Exclusive) Stacy LambeFebruary 17, 2026 at 10:24 PM 0 From left: Robbie Simpson and Kyle Pollak after getting engaged in Sydney Kurt Sneddon, @bykurtsneddon Finding Mr. Christmas star Robbie Simpson is now engaged to fiancé Kyle Pollak The surprise proposal took place during a trip to Sydney The couple celebrated their engagement with a seaplane ride over the Australian coastline Finding Mr. Christmas star Robbie Simpson is engaged.
- - "Finding Mr. Christmas "Star Robbie Simpson Gets Engaged During Surprise Sydney Proposal to Fiancé Kyle Pollak (Exclusive)
Stacy LambeFebruary 17, 2026 at 10:24 PM
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From left: Robbie Simpson and Kyle Pollak after getting engaged in Sydney
Kurt Sneddon, @bykurtsneddon
Finding Mr. Christmas star Robbie Simpson is now engaged to fiancé Kyle Pollak
The surprise proposal took place during a trip to Sydney
The couple celebrated their engagement with a seaplane ride over the Australian coastline
Finding Mr. Christmas star Robbie Simpson is engaged.
Simpson, 36, got down on one knee during a surprise proposal to his fiancé, Kyle Pollak, while the two were visiting Sydney. The actor was spending time in Australia where he served as part of the creative and producing team for the international play Afterglow. which expanded with productions in the city as well as Melbourne.
Pollak, 30, believed they were at the Sydney Harbor simply to take photos before setting off on a seaplane ride over the Australian coastline, but he was surprised to learn that Simpson brought them there to pop the question.
From left: Robbie Simpson proposing to Kyle Pollak in Sydney
Kurt Sneddon, @bykurtsneddon
After he said yes, the two hopped aboard the aircraft for a scenic aerial tour before arriving at Cottage Point Inn, a modern, fine dining waterside restaurant in Ku-ring-gai Chase National Park. They celebrated their engagement with a five-course meal.
Upon returning to the New South Wales capital, Simpson and Pollak climbed the Sydney Harbour Bridge at sunset.
Simpson knew he wanted to marry Pollak soon after the two met while waiting in line for the Broadway Cares/Equity Fights AIDS fundraiser Broadway Bares in New York City in the summer of 2023. But Simpson tells PEOPLE he struggled to find the right time and place to propose. However, "the moment I arrived in Australia, I knew this was the place," the General Hospital actor says. "It's magical, beautiful and exotic in all the right ways."
From left: Robbie Simpson proposing to Kyle Pollak in Sydney
Kurt Sneddon, @bykurtsneddon
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Once he bought their rings — both are Forever Band from Tiffany & Co. — and learned about the seaplane, the whole plan locked into place. "I knew Kyle would love it. We love a great dinner, but we're also adventure people, so I knew the proposal had to involve some kind of experience," Simpson says.
According to Pollak, "My life and relationship with Robbie is far from ordinary — hence spending a week with him on an Australian 'work trip.' We go on the most wonderful adventures together, and it was fitting that we commit to a life together before taking off in a seaplane for lunch at a secluded waterfront restaurant" before "climbing a bridge to watch the sunset."
"Literally, what is my life?" he jokes. "I wish I could relive that day a thousand times over. He nailed it."
From left: Kyle Pollak and Robbie Simpson celebrating their engagement by the Sydney Opera House
Kurt Sneddon, @bykurtsneddon
Feeling that there was always something special about Simpson and their relationship as a whole ("It was meeting him that made me realize what a significant other and love was supposed to feel like," he says), Pollak adds that "saying yes to marrying him was the easiest decision I have ever made. I asked Robbie to be my boyfriend, so it was his turn to pop this next question."
As Simpson mentioned, marrying Pollak was always the plan. It was just figuring out when it made the most sense to pop the question — and he "even considered doing it as part of the rollout for my Hallmark show," he tells PEOPLE, referring to the reality competition hosted by network fave Jonathan Bennett.
Simpson, who was the only out LGBTQ contestant on the show, appeared on season 2, which first premiered on Oct. 27, 2025, before he was eliminated during week five. His departure led to a tearful moment with Bennett, 44, who wrote on Instagram shortly after, "We had to say goodbye to someone whose talent, heart, and authenticity lit up every moment of this journey. From the second you walked into the Finding Mr. Christmas house, you brought humor, warmth, and a spark that made everyone around you better — including me."
From left: Kyle Pollak and Robbie Simpson celebrating their engagement at the Sydney Harbour
Kurt Sneddon, @bykurtsneddon
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While Simpson didn't take the title, the show earned a nomination for Outstanding Reality Competition Program at the 36th GLAAD Media Awards. And the performer won in real life, finding the love of his life.
"I knew pretty quickly that I wanted to spend my life with Kyle," Simpson says. "I'd been in a few long-term relationships before, but this felt different right away. The most important thing in a relationship is growing together, and I loved how curious he is about the world. He makes me better, pushes me to work harder, and most importantly, he makes me laugh more than anyone I know."
Reflecting on their relationship, Pollak says, "We moved mountains to make this work so I'd say we knew pretty quickly. Maybe a few weeks after meeting each other? I tell so many people those cliche phrases, 'it happens when you least expect it' or 'love at first sight,' but I really do believe them. It was both with Robbie. Sometimes you convince yourself you've found your person, but it takes that gut feeling and having all the pieces fall into place for you two to be together that proves what you have is different from what you've had."
While no formal wedding plans have been announced, the two now live together on the Upper West Side of Manhattan.
on People
Source: "AOL Entertainment"
Source: Entertainment
Published: February 17, 2026 at 07:09PM on Source: RED MAG
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