Sunday, July 26, 2026

Josh Brubaker and Anna Sitar Engaged After Years of Dating

April 20, 2026

Josh Brubaker and Anna Sitar have gotten engaged, marking a major milestone in their relationship.

The 29-year-old radio personality and The Circle competitor shared the news with his longtime girlfriend, influencer Anna Sitar, through a playful Instagram post on Monday, April 20.

The couple's announcement featured a carousel of photos. The first slide showed the pair on the beach with text reading "BREAKING: Anna and Bru are no longer dating," followed by a prompt to swipe for more. The second image captured Brubaker down on one knee proposing to Sitar on the sand, accompanied by the words "Because we're engaged!!!"

Sitar also posted her own collection of engagement photos, captioning the post: "i'm so happy you're here (forever)"

The influencer additionally shared a video montage documenting her year leading up to the proposal. In the opening clip, she discussed her optimism about what the year might bring, saying she had a feeling something significant could happen. The compilation then showed clips from January, February, and March where she noted the absence of a ring on her finger. The footage finally reached April 2nd, when she displayed her new engagement ring.

The couple has been together for nearly five years before taking this next step in their relationship.

Compare options