Jason Derulo is opening up like never before. In a raw and emotional new episode of “In Depth with Graham Bensinger,” filmed at his Los Angeles home on September 16, but just released this weekend, the multi-platinum singer reflects on one of the most painful and defining chapters of his career, a sexual harassment lawsuit he says upended his reputation, cost him millions, and permanently changed how he navigates the industry. The suit, filed by singer Emaza Dilan, was dismissed twice in two different states. But days after Jason Derulo sat down for this interview, Dilan refiled the case in New York, meaning the legal battle is far from over.

When asked what he learned from the lawsuit, Derulo didn’t hesitate, declaring, “Never work with women.”

Bensinger pushed back, but Derulo doubled down, clarifying that while the statement is blunt, the fear behind it is real. “There’s truth in every joke. But it’s a sad truth,” he explained. “I will never be alone in a room with a woman that I work with… ever, ever again.”

He says the allegations, which included an accusation that he “sacrificed a goat in a sexual ritual,” were “not even slightly believable,” yet still caused devastating damage. “That case was dismissed twice… and I lost so many brand deals, relationships off of a story that was not even slightly believable.”

Derulo said the financial loss was significant, but the reputational hit hurt far more. “F-ck the money,” he said bluntly. “I have one name that I work so hard to stay clean… somebody can just say anything? That’s the world we live in.”

He added that while blogs covered the original lawsuit widely, almost none reported on the dismissals. “Why didn’t they post the dismissal at least? Wouldn’t that be fair?” he questioned. “God damn. None of that? It’s crazy.”

The singer said situations like his are rarely discussed publicly. “People don’t talk about the hardships of men… it’s really tough when you have something to lose,” he continued.

He admitted the ordeal still weighs on him, especially the feeling that men accused of misconduct have little room to defend themselves without appearing insensitive or aggressive. “It seems distasteful to combat stories that have been told about me,” the singer said. “It seems like there’s no winning.”

In a surprising emotional turn, Derulo also opened up about how success distanced him from his family. “That’s one thing we were really rich in. Family,” he said. “The fact that we didn’t have very much allowed us to be closer together.”

But now? “I live in this big a-s house in Los Angeles… my family’s in nice houses in Miami… I feel like we’ve grown apart,” he admitted, adding that he even worries about the layout of his home affecting time with his young son. “I created a space for my son that’s away from the living room… it f-cks with me,” he revealed. “If I had a small house, that wouldn’t be an issue.”

Derulo admitted he doesn’t know the solution, explaining, “I don’t think the solution is to go back to the hood… but it was much better then.”

On relationships, Derulo was equally transparent, telling Bensinger, “Today, I don’t think [monogamy] is for me… as long as people understand where your mind is at, there’s no problem.”

He says past relationship controversies have been filled with “embellishments,” but responding publicly never feels like the right move. “It seems like there’s no winning… it seems distasteful to combat stories that have been told about me,” he added.

When Bensinger mentions Derulo’s own past comments, including a very public joke about a five-way, Derulo laughed but clarified, “That’s just obvious that that’s my life. But not in a relationship… unless that person knows, that’s not really happening.”

Derulo also revealed the best financial decision he ever made, one funded by an unexpected source. “My first studio was $8,000… which my girlfriend at the time paid for the majority of,” the singer said. “This was actually strip club money… she was a dancer.”

They stored the cash in a shoebox under the bed, inspiring a nickname he still uses today. “To this day, when I get cash, I call it ‘shoebox money,'” he revealed.

The full interview is available now on YouTube.