The Truth About Josh Popper's Life After His Appearance On Bravo's Summer House

The popular Bravo reality series Summer House is known for dramatic love triangles and arguments between friends. Many problems happen when the cast members spend the warmest months of the years living and partying in a home in the Hamptons. As is the case with many reality shows, sometimes a person who isn’t a member of the cast will appear, whether they’re a reality star’s friend or romantic partner. Josh Popper stood out when he appeared in one Summer House episode, and fans are eager to learn more about him.

Summer House has had many scandals, so watching Josh Popper in his episode is a breath of fresh air as he’s a regular, relatable person who has a compelling life. From his fascinating career to the well-known person who he is dating, there’s a lot to know about Josh Popper beyond his time on Summer House. Including his rumored relationship with Madonna


What Does Josh Popper Do For A Living?

Fans of Summer House were introduced to Josh Popper in episode 3 of season 7 when Samantha Feher, who joined the cast this season, asked Josh, who teaches her how to box, to join the party. He only appears shortly and viewers learn that he doesn’t drink, which is a contrast to the partying that is going on. While Josh isn’t a wealthy cast member on Summer House, it’s still interesting watching him interact with the others, especially since the series has been on the air for several years and fans have been watching the same cast members over and over.

Josh Popper at the beach
via Instagram

At first, it seems like Josh is on Summer House because he’s dating Sam, but she makes it clear that she doesn’t like him. He sleeps in her bed, but the following morning, he is filmed on his own while she is tanning, and they don’t continue seeing each other.

Not a lot is shared about Josh in this episode, but fans should know that he runs a boxing gym called Bredwinners in New York City, which is located on 5th Avenue. Josh definitely has a passion for boxing, which is clear from his Instagram account, where he posts many photos and videos where he’s involved in the sport. The gym opened in 2021.

The official description on the Bredwinners website reads “Bredwinners is a boxing gym that brings together form and function. You will learn to box the right way with top-notch trainers who put technique above all else. Mitt work, bag work, shadowboxing— all of the skills it takes to be a boxer.”

Josh Popper smiling above sprinkles in an image from Instagram
via Instagram

The website shares that Josh’s approach to boxing is also how he looks at the ups and downs that everyone experiences. The website says, “Josh is no stranger to sports, but there is something about boxing that transcends his love for movement. For Josh, boxing isn’t just about teaching you to move in the ring but teaching you how to move throughout life. When you are faced with a challenge, can you stay clear headed?”

RELATED: Summer House: A Look Inside Carl Radke And Lindsay Hubbard’s Love Story

This is an inspiring way to look at boxing and it definitely seems like the gym stands apart from the many others in New York City because of this motivational mindset. It’s also nice that he appeared on Summer House and received some recognition, as it appears that he really loves what he does and has created a place that is all about good vibes and hard work.

Josh Popper’s background is impressive, and after living in Glassboro, New Jersey and going to Rowan University, he was employed by New York Life Insurance. The coolest part of his past, though, is that he was a football player with the NFL. He was part of two teams: the Indianapolis Colts and the Arizona Cardinals.

RELATED: This Is How Paige DeSorbo From Summer House Actually Makes Money

Josh seems to enjoy posting inspirational messages on his Instagram along with his boxing content, which makes his page a positive one to follow. In October 2020, he shared a video and wrote, “Bredwinner-noun- a person who is developed and trained to habitually strive for new success.”

Is Josh Popper Dating Madonna?

On February 12th, 2023, Josh Popper posted a photo of himself at his Bredwinners gym that included Madonna, and people think that Josh and Madonna are dating. According to The Daily Mail, Josh wrote in his Instagram caption, “Another W for the books!! I wanna thank my coaches, my team, and my Bredwinners family for pushing me to be my best in and out of the ring. I got some good people by my side.” A follower commented and asked, “Is that Madonna?”

Madonna and Josh Popper at the Bredwinners gym in New York City
via Instagram

According to The Daily Mail, Josh is teaching one of Madonna’s children how to box, and the website says that sources confirm that they are in a relationship. The publication pointed out that there is an age difference between them, as Josh is 29 years old and Madonna is 64.

In contrast, a source told Page Six, “He’s a good-looking guy, but Madonna isn’t looking for love at the moment. Josh has been training her son and she’s impressed. She said she would help him promote the gym. He’s up-and-coming and has just appeared in a reality show on Bravo, so he is eager to get attention with Madonna. That’s not to rule out any romance in the future — but for now things are strictly platonic.”

Madonna home
The Things

It’s unclear what the truth is, as Madonna and Josh are staying quiet about whether they are dating each other. But it makes sense that the Instagram post from Josh would lead to some questions.

RELATED: Here Are All The Men Madonna’s Dated In The Past

Previously, Madonna was dating Andrew Darnell, a model, but they broke up in February 2023 following their five-month romance. He was much younger than her as well, as there was an age gap of 41 years.

Madonna's Daughter Lourdes Leon
The Things

Josh Popper seems focused on his gym Bredwinners, although of course he’s getting more attention because of his appearance on Summer House and rumored romance with Madonna. People can sign up for a variety of classes and members can attend boxing matches.

Josh often competes in matches, including for the MSG Boxing Ring Masters Championships, and he promotes these on his social media.

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