Pitt got a laugh from his ex during his acceptance speech, in which he joked that it wasn't a stretch to play "a guy who gets high, takes his shirt off and doesn't get on with his wife." They even reunited backstage -- Pitt watched Aniston's win after his own and the two shared a sweet congratulatory moment.
Aniston spoke to ET about the awards season hype surrounding her interactions with Pitt on the SAG red carpet. "It's hysterical," she said with a laugh. "But what else are they going to talk about?"
"I'll run into Jen, she's a good friend. Yeah," Pitt told ET.
"The second most important reunion of her year? I understand," he jokingly continued, adding, "That was a play on Friends. They were saying that."
During the ceremony, Pitt and Aniston sat just a table away from one another. Aniston was even seen gamely laughing while Pitt made a dating joke during his acceptance speech for Best Performance by an Actor in a Supporting Role in Any Motion Picture for his role in Once Upon a Time in Hollywood.
"I want to say hi to my folks, because hey! They're back in the Ozarks," Pitt said onstage. "I wanted to bring my mom, but I couldn't, because anyone I stand next to, they say I'm dating."
"It would just be awkward," he added, as cameras caught Aniston chuckling.
Of course, 50-year-old Aniston and 55-year-old Pitt weren't always on the best of terms. In a memorable 2006 interview with Vanity Fair, the Friends star was remarkably candid about how painful the end of their five-year marriage was, particularly the scandal that erupted amid her already difficult split from Pitt -- when he started dating his Mr. & Mrs. Smith co-star, Angelina Jolie.
"The world was shocked, and I was shocked," she admitted of the headline-making pictures that came out of Pitt and Jolie on a beach in Africa playing with Jolie's son, Maddox, in April 2005, which all but confirmed their off-screen relationship. "I can't say it was one of the highlights of my year. Who would deal with that and say, 'Isn't that sweet! That looks like fun!'? But sh*t happens. You joke and say, 'What doesn't kill you makes you stronger.'"
"I would be a robot if I said I didn't feel moments of anger, of hurt, of embarrassment," she added.
"Is it odd timing? Yeah. But it's not my life," she noted. "He makes his choices. He can do -- whatever. We're divorced, and you can see why."
"Brad is not mean-spirited; he would never intentionally try to rub something in my face," she continued. "In hindsight, I can see him going, 'Oh -- I can see that that was inconsiderate.' But I know Brad. Brad would say, 'That's art!' ... There's a sensitivity chip that’s missing."
Still, Aniston was always consciously striving to rise above it.
"I'm not interested in taking public potshots," she noted to the magazine at the time. "It's not my concern anymore. What happened to him after the separation -- it's his life now. I've made a conscious effort not to add to the toxicity of this situation. I haven't retaliated. I don't want to be a part of it. I don't have a halo that I'm polishing here; everyone has their personal thoughts. But I would much rather everyone move on."
Meanwhile, Pitt wasn't exactly complimentary when alluding to his marriage to Aniston in a 2011 Parade interview.
"I spent the '90s trying to hide out, trying to duck the full celebrity cacophony," he said. "I started to get sick of myself sitting on a couch, holding a joint, hiding out. It started feeling pathetic. It became very clear to me that I was intent on trying to find a movie about an interesting life, but I wasn't living an interesting life myself. I think that my marriage had something to do with it. Trying to pretend the marriage was something that it wasn't."
"I put much more emphasis on being a satisfied man," he also told the magazine. "I'm satisfied with making true choices and finding the woman I love, Angie, and building a family that I love so much. A family is a risky venture, because the greater the love, the greater the loss. … That's the trade-off. But I'll take it all."
"It grieves me that this was interpreted this way," he said in a rare public statement. "Jen is an incredibly giving, loving, and hilarious woman who remains my friend. It is an important relationship I value greatly. The point I was trying to make is not that Jen was dull, but that I was becoming dull to myself -- and that, I am responsible for."
"I think that's slowly coming to an end. I really do," she told ET at the 2015 Critics' Choice Awards about talk of their reported rivalry, before praising Jolie's film, Unbroken. "I mean, that movie is so beautiful and wonderful and she did such a gorgeous job. I think that it's time people stop with that petty B.S. and just start celebrating great work and stop with the petty kind of silliness."
"It's just tiresome and old," she added. "It's like an old leather shoe. Let's buy a new pair of shiny shoes."
"She won't fall in love anytime soon," a source told ET. "All her friends are around her. That is the best supportive group."
Clearly, Aniston is also great at being friends with her exes. She's remained on good terms with Theroux following their breakup last year, and last February, she once again made headlines for her relationship with Pitt when he attended her star-studded 50th birthday party at the Sunset Tower in Los Angeles. A source told ET at the time that Pitt "wanted to support" Aniston because the former couple have "been friendly" in the years following their split. According to the source, Aniston put Pitt on her invite list weeks before the party and Pitt was in town and happily chose to attend to help her celebrate the milestone birthday.
"Jen and Brad have remained friends and have spoken with each other quite a few times since they both became single," the source said. "They are friends and have supported each other through some tough times. They've come so far since their marriage and plan to stay friends for life."
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Golden Globes 2020: Brad Pitt on Running Into 'Good Friend' Jennifer Aniston (Exclusive)
"There are truly no hard feelings between them... They both realize that anytime they cross paths, people talk about a reunion," the source added. "He came on his own and quietly entered the party. They had heavy security, kept a ban on social media, and hoped for the best."
Later that year, in August, a source told ET that Aniston was starting to date again with the encouragement of her friends, including Courteney Cox and Lisa Kudrow. The source also said she and Pitt were still in touch.
"She continues to stay in touch with Brad and they occasionally talk," the source said. "They both have come so far."
"Brad Pitt arrived at Jennifer Aniston’s holiday party a little after 7 p.m. on Saturday," the eyewitness said. "He was among the first to arrive and the second-to-last guest to leave around 11 p.m. He was dressed casually in a dark bomber jacket with a cap on. He arrived with his longtime security guard, who waited for him with his car and saw him out."
"It was very festive," the source added of the gathering. "It was a pretty low-key, casual affair. Just a gathering of close friends to celebrate the holidays."
For more of our interview with Pitt at the Golden Globes, watch the video below: