Jason Trawick, the Hollywood agent who was engaged to Britney Spears and briefly became her co-guardian, rarely comments on their relationship.
Trawick, whose clients have included Taylor Swift, Paris Hilton and Hilary Duff, discussed his career on Kevin Connelly’s podcast. The conversation turned to his management of Britney, whom he met through her brother Bryan Spears in 2006. He represented her during some of her most turbulent years, when she was placed in conservatorship in 2008. They started dating the following year, became engaged in 2011, and then split in 2012. He spoke about conservatorship, insisting the “Toxic” singer needed it at the time, and claimed her father, Jamie Spears, had good intentions — as far as what he witnessed. He denied that his romance with Britney was fake, including addressing rumors that Jamie paid him to be a “spy”.
“Look, did she need custody when I was there? Yes. I’ll be the first to say that,” Trawick said. “I think she needed some guidance.” He said someone needed to oversee the pop star’s finances as her ex-husband Kevin Federline “wasted a lot of money” in the two years they were married. Plus, “I’d be the worst person on The price is right. She doesn’t understand how much things cost,” he added. But he said she needed custody for other reasons, including “therapy [and] prevented her from seeing certain individuals who were not great [influences].”
In his opinion, Jamie “100 percent” meant well when she set up the conservatorship, Trawick said, “unless they can prove that somehow he stole her money.” He said Jamie had given up a lot for the job. As for whether the conservatorship should end before 2021 after 13 years, he said he wasn’t sure, but said that when he was in Britney’s life, she needed someone to take care of her. people would not exploit her.
Now that the conservatorship is over, he’s glad she got “a chance to show the world” that she can do it on her own. “If she fails, she fails,” he said, “[But] I want him to prove it [naysayers] wrong.” He said the pop star has a “big heart.”
Trawick began representing Britney, newly divorced with two young sons, in the midst of “all the craziness” before the conservatorship. He didn’t have much contact with her during that period, “because there was a person in her life that I don’t even want to name,” referring to Sam Lufti, “who took over. . . My calls were not returned because they didn’t never got through to her.Eventually when she came out of it…and the family got involved…I became [her] says the agent.”
They developed a close friendship (“We were basically best friends. She trusted me. I felt close”) and revealed “when they crossed the line” from professional to romantic. He said they were in Las Vegas and she “hated being alone” in her hotel rooms, so it wasn’t unusual for him to stay on the couch with her. One night she invited him into her bed. He remembered the morning after the babysitter came to watch his sons, Preston and Jayden. He said the babysitters should have kept quiet about what happened and thought they were falling for their story. But when the babysitter walked in, Britney “just walked naked into the kitchen,” blowing up every headline. “From that point on, we were an item.”
He said the time was surreal as he “became kind of a reality star”. “People were talking about me,” which wasn’t a “great look” for his career, which was supposed to be in the background. He eventually put his career on the backburner for her because “I was definitely in love,” joining her on two world tours.
Attention to Spears was relentless even in the post-conservation era. He recalled visiting Mel Gibson’s vacation home in Costa Rica so the star singer could have some peace and privacy from the spotlight. Gibson said it was paparazzi-proof because they would have to drive through eight hours of jungle to get to the home, which they flew directly into. The next morning they woke up and the paparazzi were outside.
He talked about not being traditional tabloid cover material. He once stayed in the water with a float around him so the paparazzi couldn’t film his body swinging up and down the scale and evil blogs of the era.
A few years later, he was in great shape and she made him her love in her “Criminal” video. He recalled filming a scene in a tight leather biker suit and said she got me the audition.
Trawick talked about being followed to work by paparazzi, closing in four cars deep to see if his famous girlfriend was in his car, almost causing an accident. “It was terrible,” he said. When we shopped at Target together, we would be “three behind her, three ahead of her” up and down every aisle in the store. “Everywhere we went, someone followed us.” He said the popes would try to challenge him for tapes and say, “You’re Britney’s shopping bitch.” … I’m just waiting to react.” He said he’s only done it once or twice, including an altercation with paparazzi outside a Red Robin in Calabasas that led to the headline “violent Jason Trawick footage.”
He said long-running rumors – started by Britney’s first husband Jason Alexander – that Jamie hired him as a “spy” and “forced me to like” Britney were untrue. “Her dad actually fired me” as her agent after they started dating. “He told me one or the other,” the agent or the boy, he said. “They fired me.”
After they got engaged, Trawick briefly became co-custody of Britney’s person rather than her finances, allowing them to travel more without permission. He revealed that at the time they were considering moving to Louisiana for a quieter life and raising her boys there. He said that Britney, not Jamie, is behind him taking on the role of guardian.
“She asked me to be the guardian,” he said, explaining that they approached Jamie, who said OK and did the work to get approval. However, Jamie will still always be there. “It’ll be me and [Jamie].” He said the role “took a toll” on his relationship with Britney and was the beginning of the end.
As for their breakup, he said: “It wasn’t easy. It wasn’t one of those breakups where… they still saw each other. It was the finale. It was a breakup. The hardest part was the kids. I’ve known them since Preston was born, But Jayden was basically a newborn. That was really hard for me — I didn’t see them… They were 7 and 8 when I left.”
He said he recently FaceTimed the boys, who are now 17 and 16. [deep] voices,” he said. “I’m at the age where I decided not to have children, but in a way I looked [it like I] I had children… Everyone said: ‘Well, they’re not yours’, but I treated them as mine. Apparently they’re Kevin’s. Kevin is a great dad. We had them 50 percent of the time. I feel like I raised them a certain way. They were like my children. That was the hardest part. [But she] and I, in the end, it was just… a lot of fighting. it wasn’t fair in front of the kids.”
Trawick, who now lives in Las Vegas and is single, said he wishes his ex well in her third marriage to Sam Asghari.
“I don’t know much about her new husband,” he said. “I’m happy for them [that they got] married. I hope she’s a good support group and provides and gives her what she needs.”