Jennifer Aniston and Jim Curtis ‘Will 100 Percent Get Engaged: Proposal Will ‘Be No Surprise at All’

Jennifer Aniston doesn’t just love Jim Curtis — she respects and admires him. “He’s very special, very normal and very kind and wants to help people heal, move through their trauma and stagnation into clarity,” she told Elle in a November interview, praising the work the wellness coach and spiritual educator is doing. “It’s a beautiful thing to commit your life to.”

A month later, it was Jim’s turn to gush about Jen. During an appearance on the Dec. 15 episode of Lewis Howes’ The School of Greatness podcast, he explained that after doing the “inner work,” about four years ago, he got to a place where he “could just love myself” and be his “authentic self” — a journey that ultimately prepared him for this relationship.

From the start, he said, his connection with the star felt grounded — not intimidating or overwhelming, but natural. “By the time that I actually met Jen, there was not this sense of, ‘Here is this well-known celebrity.’ It was more of, ‘Oh, this is a human that I’m connecting with… and it feels good… it feels really natural and calm and flows,” he explained. “Not to mention she’s incredibly down to earth and just a very wonderful person in that way.”

Six months after the former Friends star and the self-described “subconscious specialist” were first seen together — sharing a meal at a luxury hotel in California’s romantic Big Sur region in June before vacationing with her friends in Spain in July — the 56-year-old is settling into something serious.

“Jen and Jim will 100 percent get engaged, it’s just a question of when,” a source tells Star, confirming the pair aren’t just enjoying the moment but thinking long-term. “If he proposes any day now, that would be no surprise at all.”

Loving Out Loud

Things are moving fast. On Nov. 2, Jen publicly dropped the L-word as she hard-launched their romance on Instagram. “Happy birthday my love. Cherished,” she wrote alongside a photo of Jim wrapped in her arms to mark his 50th. He responded with a kissing-face emoji and, two days later, a carousel of photos featuring Jen with the message, “If this is a dream I don’t want to wake up.” Two weeks later, they made their red-carpet debut as a couple at Elle’s 2025 Women in Hollywood celebration.

But the foundation of their relationship was built long before romance entered the picture. Jen has followed Jim on Instagram since 2023 — the same year she perhaps not-so-coincidentally liked one of his posts that read, “Is it better to settle or stay alone? The answer lies in nurturing meaningful relationships.” She and the divorced dad of one — his teen son lives with his ex-wife in upstate New York — “started out as friends and stayed that way for some time,” explains the source. “She wanted to get to know him properly and pace herself instead of jumping straight in, and that suited Jim as well.”

They kept their dates “deliberately low-key and out of the spotlight,” adds the source, as their connection grew. “Jen was very up front with Jim from the get-go that dating her would mean a ton of exposure and a level of scrutiny that might be difficult. But he wasn’t fazed — he went into this romance with his eyes wide open.”

In Sync

That sense of ease goes both ways. Jim has said that from the start, their connection felt grounded — natural and not intimidating. And when it comes to wedding planning, he’s not overwhelmed by her wealth and fame. Choosing an engagement ring for a partner worth $300 million, for instance, “would be pretty intimidating for most guys, but most guys aren’t Jim,” says the source. “He’s determined to do something special.” (Ring or no ring, Jen is fine.) “I’m not a diamond girl. I’m more Indian jewelry and stuff,” she told The New York Times in 2015. Ex-husbands Brad Pitt, 62, and Justin Theroux, 54, proposed with hefty diamond rings that were not her style. When Justin gave her an enormous stone, she admitted a few months before their 2017 split, “I was like, ‘Holy crap, now I’m gonna have to get manicures.’”

Dream Wedding

Jen’s also over the custom-made designer wedding gown and over-the-top bash. “She cares far more about the marriage” than a ring or a dress or even the wedding, says the source. There’s one exception for the notoriously gracious hostess who’s known for throwing great dinner parties, Friendsgiving celebrations and Christmas bashes. “Jen will want a proper party where everyone can kick back and celebrate,” says the source, “a comfortable, fun event with great music and great food.”

At her first wedding, a Greek bouzouki band played traditional music while Jen, Brad, her father — late Days of Our Lives actor John Aniston, who was born in Greece — and about 30 other guests circle-danced under a reception tent in Malibu. Jen would love to make that cultural connection the real deal this time, says the source.

As Star previously reported, the fact that she and Jim share Greek heritage is a big part of their connection. “An intimate celebration in Greece has been discussed,” the source confirms.

Not In The Biz

Being with someone outside the entertainment business has been refreshing for the Morning Show star. Jim isn’t taken aback by the realities of her fame — nor will he balk when her team inevitably insists he sign a prenup and NDA to protect her fortune. “Jim won’t have any issue whatsoever signing on the dotted line,” says the source.

While Jen’s met men eager to ride her coattails or capitalize on her success, Jim isn’t one of them, says the source. In fact, as an insider previously told Star, Jen would love Jim “to be able to use the massive fame boost their relationship has provided” to expand his work and reach more people. Jim — a former Wall Street trader — changed careers after he faced a debilitating health crisis in his 20s when doctors found lesions on his spinal cord, leaving him with a chronic limp and, later, facing IBS, depression and a 50-pound weight gain.

He’s since authored two self-help books and shares his wisdom on Instagram, through online courses and via one-on-one coaching and hypnotherapy for clients eager to “step into the fullest version of themselves,” his website explains. Just as he’s been supportive of Jen’s work — he was by her side for her LolaVie haircare brand launch event in August and The Morning Show season 4 premiere in September — she’s vowed to do the same for him. “Jen is encouraging him to dream big,” the insider said. “Not that she’s trying to turn him into the next Dr. Phil [McGraw] or anything like that, but she openly wants him to make money.”

Friends Love Him

Friends have given Jim their stamp of approval both privately and publicly. “It’s been such a wonderful journey, made even sweeter by the fact that everyone in her world loves Jim,” says the source, explaining that her inner circle sees “how much he adores her and that he’s a good, sensitive guy with a lot of integrity.”

When Murder Mystery costar Adam Sandler presented Jen with an award at the Elle celebration on Nov. 17, he made a point to tell her he and his wife “are so happy that you and Jim found each other and are having the love affair you two deserve.”

A few weeks earlier, after Jen and Jim went Insta official, her Morning Show costar Reese Witherspoon took to the comments to declare, “LOVE this Lovestory,” while pal Amy Schumer, who was part of their July European yacht vacation group, called them a “beautiful couple.”

Exes have praised Jim, too. In July, MissJudged podcast host Alyssa Pettinato told the Daily Mail she dated Jim “years ago” and described him as an “unproblematic,” “pragmatic and calm person” who’d make “a fantastic partner.” Bethenny Frankel, 55, who said she was with Jim “maybe 10 years ago,” was elated to hear he and Jen were together. “I like it. I’m happy for her and for him,” the former Bravo star gushed on her Just B podcast in September, calling Jim a “lovely man” whose “earthiness” matches Jen’s “earthy, mellow side.”

Jim’s made it clear he thinks what he has with Jen is special. On the School of Greatness podcast, he spoke about different kinds of love, from “romantic, chemical love” to “platonic love that you have for your friends” to “familial love.” And then, he added, “there’s this kind of soul connection, this loving kindness that is greater.” It’s what, he said, “I believe I’m experiencing.”