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Chris Bukowski reveals when he will propose to ‘Bachelor’ alum Anna Redman

Yet another Bachelor Nation couple is on the path to walking down the aisle.

Chris Bukowski revealed to Page Six exclusively that he plans to propose to girlfriend Anna Redman “soon.”

“I think this might be the year,” the “Bachelor in Paradise” alum told us Thursday evening at the Fontainebleau Las Vegas hotel ahead of Super Bowl 2024.

“Maybe not for the wedding but an engagement.”

Bukowski explained further why he feels it is the right time for him and Redman, 27, to take the next step in their relationship.

“We’ve been living together for over a year so it’s been great,” the Chicago resident, 37, added.

When asked whether he would allow for the proposal to be televised — as many “Bachelor” franchise cast members do — Bukowski hesitated but did not seem opposed to it.

Chris Bukowski is ready to tie the knot with longtime girlfriend Anna Redman. Chris Bukowski/Instagram

“I’m kind of behind-the-scenes, where as she’s in front with the influencing stuff,” he said. “I think I would make [the proposal] a pretty grand type of thing but to a certain extent.”

Although Bukowski and Redman are both part of Bachelor Nation — he’s appeared on several spinoff shows since 2003 and she first made her debut on “The Bachelor” in 2021 — they met off reality TV.

In January 2022, Bukowski downplayed the romance, sharing on the “She’s All Bach” podcast that his dating life was “pretty good” at the time but that he hadn’t openly dated anyone since his relationship with Katie Morton, whom he met on “Bachelor in Paradise,” ended in 2019.

Bukowski told Page Six he plans to propose to Redman sometime this year.
The couple has been dating for two years. Anna Redman/Instagram

He then said of Redman, however, “I’m not going to confirm or deny those allegations. But I know Anna. She’s a great girl. … We’re definitely friends. I enjoy spending time with her.”

The couple then went Instagram-official in March of that year, with the influencer captioning a sweet pic of them kissing, “Hard launch.”


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In December 2023, Bukowski celebrated their second anniversary with a slideshow of photos on Instagram.

Bukowski and Redman are both part of Bachelor Nation. chrisjbukowski/Instagram
“We’ve been living together for over a year,” Bukowski told Page Six. Anna Redman/Instagram

He captioned the post at the time, “2 years. Thank you for keeping it simple and absolutely incredible at the same time. You’re my best friend @anna_redman and I love you.”

Aside from sharing exciting details about what his future holds with Redman, Bukowski also spoke to Page Six exclusively about “Bachelor” star Joey Graziadei’s viral flub when he mistook Gypsy Rose Blanchard for Ruth Bader Ginzburg.

“That’s a pretty big mixup,” the reality star said before sympathizing, “The guy’s probably being asked so many questions, like, you can’t be on all the time.”

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