Glen Powell and Olivia Jade Giannulli were seen spending time together on the evening of Friday, September 5, in New York City. The pair enjoyed dinner at Il Cantinori, accompanied by Olivia’s mother, Lori Loughlin, and a few others. This casual outing marks one of their first public meetings following Olivia Jade’s recent breakup.
Powell dressed down in a white T-shirt and black baseball cap, while Giannulli chose a tan bucket hat and a relaxed top. After dining, they were observed at Treasure Club, a nearby bar, continuing their evening out.
Background on Olivia Jade’s Recent Breakup
This outing comes shortly after Olivia Jade parted ways with Jacob Elordi, her boyfriend of three years. According to a source speaking in August,
“Things have been rocky between them all summer,”
which led Olivia to move temporarily to Paris for a change of environment.
The same source revealed that the split happened recently and noted Olivia Jade is
“enjoying being free in the city and is having a lot of fun right now.”
Jacob Elordi, meanwhile, has been focused on professional commitments, including the upcoming film Wuthering Heights releasing next year and filming the third season of the TV show Euphoria. The distance, combined with busy schedules, strained their relationship.
As the insider further explained,
“They both initiated the conversation and agreed it wasn’t working,”
and also mentioned,
“They aren’t really in touch at the moment and are letting things cool off. Both of them are very busy doing their own things.”
Glen Powell’s Recent Relationship History and Public Speculation
Since ending his relationship with Gigi Paris, Glen Powell has not publicly confirmed dating anyone new. Powell and Paris had been linked since 2020 and confirmed their relationship the following year. Rumors emerged in 2023 regarding a potential romance between Powell and Sydney Sweeney, his co-star in the movie Anyone But You, fueled by their visible on-screen chemistry and interactions during promotional events.

However, Powell and Sweeney have insisted they remain just friends. In contrast, Gigi Paris appeared to criticize the situation during a June episode of the Too Much podcast, saying,
“Where are you when you just need to stand up and say, ‘No, I would never cheat on my girlfriend. I wouldn’t do that.’ That’s all that needed to be said. And that wasn’t said. Never once,”
and added,
“It was serving them for their PR. Later on, it turned out that it was all, I don’t know if there was a relationship there or not, but then they came out to say it was all a PR scheme at the expense of our relationship. Like, it was just crazy.”
Implications of the NYC Dinner and What to Watch Next
The dinner between Glen Powell and Olivia Jade in New York City has sparked considerable attention, especially given the recent changes in their personal lives. While Powell has kept a relatively low profile regarding his romantic life since parting ways with Paris, this public outing with Olivia Jade suggests a possible rekindling of their friendship or connection after her breakup.
Olivia Jade’s fresh start in the city and Powell’s availability could indicate new developments ahead. With both individuals maintaining busy careers and appearances, onlookers will be keen to see whether this casual dinner leads to more frequent sightings or potential collaborations professionally or personally.
