J. Lo Attends Grammy Awards With Benny Medina After Ben Affleck Split
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Jennifer Lopez attended the 2025 Grammy Awards with her longtime manager, Benny Medina, following her split from ex-husband Ben Affleck.

The “On the Floor” singer, 55, was spotted sitting in the audience during the awards show at Crypto.com Arena in Los Angeles on Sunday, February 2. She appeared in good spirits as she sat at a table with Benny, 67, and she subtly smiled for the camera while posing for a solo photo. Meanwhile, another photo shared via X showed Jennifer sitting with Benny and her vocal coach, Stevie Mackie.

Jennifer and Benny made the outing just one month after she and Ben, 52, finalized their divorce after two years of marriage. She previously filed for divorce in August 2024, stating that their date of separation was April 26, 2024.

While both Jennifer and Ben have remained relatively quiet about their split, the Wedding Planner actress noticeably spent a lot of time with Benny in the months following their split. In August 2024, an insider exclusively told In Touch that Ben had an issue with her close friendship with Benny.

“Being married to Jennifer Lopez feels like being married to Benny Medina, too,” the source shared at the time. “She won’t do anything without her manager and even insisted he accompany her and Ben on their honeymoon!”

The insider went on to note that Jennifer and Benny’s close friendship created a “palpable” strain in her and Ben’s marriage.

That same month, an additional source told Page Six that Benny and Ben couldn’t “stand each other” despite their shared love of Jennifer. “They don’t get along and there’s still bad blood,” the insider added.

Benny and Jennifer first worked together during the early days of her career, though they parted ways in 2003 amid her first engagement to Ben, which ended in 2004. The source claimed to Page Six that Jennifer’s first engagement to Ben was a factor in why she and her manager initially stopped working together. However, they professionally reunited in 2008 and have been working together ever since.

While the source said that Benny had concerns about Jennifer and Ben’s recent romance, he reportedly “kept his mouth shut” when they got back together.

J. Lo Attends 2025 Grammy Awards With Manager Benny Medina After Ben Affleck Split
Kevin Mazur/Getty Images for The Recording Academy

“His attitude was, ‘I’m gonna say nothing.’ [There] was no, ‘Good for you,’ but also, [he] wasn’t negative,” the insider said about Benny. “He knows her and he knew she was going to marry him no matter what, so what’s the point?”

While Benny was by Jennifer’s side during the 2025 Grammys, she attended the awards show two years earlier with Ben. At the time, the Gone Girl actor made headlines for appearing sad while he sat in the audience.

One year later, Ben poked fun at the viral memes inspired by the moment when he appeared in a Dunkin’ Donuts commercial that included a headline about him that read, “Boredest Man in the World.”

Despite ending their marriage, it appears that Ben and Jennifer hope to stay in touch now that their divorce has been finalized. “Getting things all squared away has done wonders for the state of their relationship,” a source exclusively told In Touch on January 31. “They’re both saying they are impressed in the end by how sensible and fair it all came out and that’s left them both feeling about as happy as you could get after a divorce.”

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