Danielle Olivera's Relationship History, From Summer House to Winter House
The dual cast member has lately been getting very cozy with another Bravolebrity outside of the Hamptons.
Danielle Olivera has had her fair share of heartbreaks and hookups documented on TV.
Since joining the cast of Summer House Season 2 in 2018, Danielle has been a mainstay on the show, having her summers in the Hamptons documented for the world to see — both the highs and the lows. After initially being introduced as Carl Radke's ex, Danielle has blossomed, becoming BFFs with Lindsay Hubbard, and eventually introducing her own boyfriends on the show. Then, following yet another break-up, she joined Winter House in Season 3.
When she doesn't have her hands full creating her fashion app, Donne, from the ground up, Danielle's social and love lives keep her very busy.
Read on to read all about Danielle's relationship history, from who she is currently seeing back to her first documented romance on the show.
Who is Danielle Olivera currently dating?
Danielle and Southern Hospitality V.I.P. manager Joe Bradley met at BravoCon 2023 in November in Las Vegas, Nevada, and immediately hit it off. During a November 14 appearance on Watch What Happens Live with Andy Cohen, Danielle admitted that they "had some fun in Vegas" together and called Joe her "new friend."
Joe, who was sitting in the audience supporting Danielle, affirmed to host Andy Cohen that BravoCon 2023 was a very good weekend for him and his "new friend."
"Best weekend of my life, Andy," he said. "I can't even begin to explain."
The Charleston, South Carolina resident also opened up to People in November 2023 about their connection.
"Danielle's beautiful, that goes without saying," he said. "But I really like that she's unapologetically herself. She's been doing reality TV for years and you can see it hasn't changed her at all. She's still the girl who wants to go to a sports bar and grab a beer. She's still pursuing a career path outside of this industry. She's driven; she's going for what she believes in, and she's just so cool."
"I've been thinking about her all the time," he added.
Danielle and Joe have continued to see each other since then, with Joe traveling to New York City for Danielle's birthday week in December 2023. He was there for her 35th birthday party and documented their super cute city date nights on his Instagram story.
Danielle and Joe also kicked off 2024 together, with her flying out to Charleston on January 1 to watch the college football playoffs and cheer on the Michigan Wolverines together, as documented on her Instagram story.
The budding couple already has a major fan: Andy Cohen. "I love it!," Andy said during the November 14 episode of WWHL. "These are two people [who] I love and root for, and so I'm excited."
Who did Danielle Olivera hook up with on Winter House Season 3?
Danielle was fresh off the heels of her breakup with Robert Sieber when she joined the cast of Winter House for Season 3, shacking up with other Bravolebrities for an unforgettable vacation in Steamboat Springs, Colorado.
It was in Colorado that she met Below Deck Sailing Yacht deckhand and fellow Winter House cast member Alex Propson. They ended up making out in a hot tub during Season 3, Episode 2 and continued to flirt with each other throughout their stay. But, Danielle had a problem with Alex also flirting with her friends — like Jordan Emanuel — right in front of her.
"There's a boundary and you consistently crossed it," Danielle told Alex during the Winter House Season 3 reunion. "It's happening right in front of my face and it's a slap in my face."
Danielle Olivera's Relationship with Robert Sieber
Danielle first met chef Robert Sieber in the summer of 2020 when she was spending some time in the Hamptons (naturally) and attended a private dinner at which Robert was the chef.
"When a hot chef comes to your table, you notice," she told Showbiz Cheat Sheet of her then-boyfriend in March 2021. "I didn't know what was going to happen, but I knew I really liked him. And so here we are."
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Robert was introduced to the cast of Summer House in Season 5 when he cooked up a "practice wedding dinner" for Kyle Cooke and Amanda Batula, with the rest of the cast in attendance.
The duo moved into a Brooklyn apartment together in December 2021, though Robert was working in Aspen, Colorado in the winter and in Montauk in the summer. When they weren't busy running their own respective empires, the couple was traveling the world together, going everywhere from Mexico to Manhattan.
During Season 6 of Summer House, Danielle and Robert discussed moving to Charleston together after he was offered his dream job, but things didn't end up working out with the position and the couple decided to stay in Brooklyn.
By November 2022, Danielle and Robert had broken up, citing their very separate schedules as a reason for their split. "Both of our careers and lives are stressful, [and] insane, and the relationship really took a hit," she told The Daily Dish at the time.
"We couldn't communicate effectively and needed to find our own happiness, separately, unfortunately. I hope it's for the best, but I can tell you right now, it feels really bad."
In an October 2023 interview with BravoTV.com, Danielle elaborated on the split. "We were disagreeing on a lot of things, but I thought we were unbreakable," she said.
But when she found out that he had started dating one of his co-workers immediately following their split, she decided there was no hope for being friends. "So, that was tough and even dealing with a breakup on good terms at first was tough, and then that became even tougher," she said. "That door was immediately shut."
Danielle Olivera's Hookup with Luke Gulbranson
Danielle also made out with her then-cast mate, Luke Gulbranson, off screen between Summer House Seasons 4 and 5. When Hannah Berner accused Lindsay Hubbard of trying to set Danielle and Luke up together at a New Years Eve party behind her back, Danielle set the record straight.
"I'd be lying if I were to say that I wasn't crushing on Luke this winter," Danielle said during Season 5, Episode 1. "So, I went for it. Kissed him, he kissed me back, and then he pulled away, and said that he's still into his ex. That was mortifying."
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Danielle told Showbiz Cheat Sheet in February 2021 that Lindsay did not pressure her to hook up with Luke or try to get them together to spite Hannah. "To be fair, that was all me," she said. "Luke and I are just good friends. And friends cross the line."
Danielle Olivera's Relationship with Carl Radke
Before she ever joined the cast of Summer House in Season 2, Danielle had dated cast member Carl Radke briefly in 2015.
Although their actual romance was short lived, the friends did rekindle things by making out in the final episode of Summer House Season 4, where Carl also revealed that he and Danielle had hooked up again earlier that summer. During the Season 4 reunion, they confirmed that they weren't seeing each other, but that they had made out with one another, again, after the cameras had stopped rolling.
Carl also confirmed that, out of all of his exes, he would want to make it work with Danielle. "Danielle and I are still really good friends," he said. "I love the girl. We get along."
Danielle agreed with this sentiment. "I love Carl, so if we could do it all over again, it probably would have worked out."
However, things were made more complicated in their relationship when Carl got engaged to Danielle's best friend, Lindsay, after less than a year of dating, and Danielle felt like the two were moving too fast.
When Carl and Lindsay's engagement ended just three months before they were set to walk down the aisle last year, Danielle told Us Weekly in October 2023 that she took Lindsay's side, therefore severing her friendship with Carl. "People are like, 'Do you talk to Carl?' I'm like, 'No, absolutely not,'" Danielle said.
"There's a line in the sand," she said. "I'm on Team Lindsay."
