The internet really wants Glen Powell to be dating everyone. Seriously. If he stands next to a water cooler for too long, there’s a rumor the cooler is "smitten." So, when photos surfaced of him with Olivia Jade Giannulli, the collective gasp from the gossip community was loud enough to rattle windows. People were convinced. A new "It" couple.
But it’s kinda complicated. Honestly, the obsession with Olivia Jade and Glen Powell says more about our love for a good crossover episode than it does about their actual relationship status. You’ve seen the headlines. You’ve seen the blurry paparazzi shots.
But what’s actually happening? Let’s get into the weeds of why this rumor won’t die and why the reality is way less scandalous—but maybe more interesting—than the tabloids suggest.
The Dinner That Set the Internet on Fire
It all started in late August 2025. New York City. Il Cantinori. If you know NYC, you know that’s a spot where you go to be seen, even if you’re trying to look like you’re not trying to be seen.
Glen showed up in a white T-shirt and a baseball cap. Very "guy next door" but, you know, with the jawline of a movie star. Olivia Jade was there too, looking low-key in a bucket hat.
Naturally, the "insider" reports flew. Some gossip accounts claimed it was "very much a date night." They even said the two of them ended the night at a spot called Treasure Club until 2 a.m.
Here’s the catch.
They weren't alone.
Olivia’s mom, Lori Loughlin, was right there. It wasn’t some secret rendezvous under the dim lights of a Manhattan bistro. It was a family-and-friends dinner.
Does it count as a date if your mom is passing the breadsticks? Most people would say no.
The John Stamos Connection
You might be wondering how a 37-year-old action star and a 26-year-old YouTuber even know each other. It feels like two different corners of the internet colliding.
The bridge is actually Uncle Jesse.
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Basically, Glen is super tight with John Stamos. They worked together on Scream Queens years ago and stayed close. Stamos, of course, is lifelong friends with Lori Loughlin from their Full House days.
This isn't a new Hollywood hookup. It's a decade-long family friendship. Insiders have repeatedly pointed out that Glen has known Olivia since she was a teenager. He used to go to their family Christmas parties.
When you look at it through that lens, the "romance" looks a lot more like a big-brother-little-sister vibe. Or just two people who have known each other since one of them was literally in high school.
Where They Actually Stand in 2026
If you’re looking for a romantic update on Olivia Jade and Glen Powell, you’re going to be disappointed. As of early 2026, both have moved on to much more public (and documented) situations.
Glen Powell’s New Chapter
Glen has been spotted all over Los Angeles and Miami with actress Michelle Randolph. They made it "red carpet official" in a way by appearing together at the 2026 Golden Globe after-parties.
Randolph, known for 1923, has even been seen bonding with Glen’s mom, Cyndy. In the Powell world, if you’re hanging out with Mama Powell, it’s the real deal.
The Olivia and Jacob Loop
Meanwhile, Olivia Jade is back in the headlines for her perennial on-again, off-again saga with Jacob Elordi.
Just this month—January 2026—they were spotted together in New York City. They were seen leaving a hotel and grabbing dinner with Jacob's parents.
It’s the classic Hollywood "no label" relationship. They broke up in October 2025, but clearly, they can’t stay away. A source told Us Weekly that they "never really stopped talking."
So, while the internet was busy trying to ship Olivia with Glen, she was busy navigating the complicated waters of an actor who’s currently filming Frankenstein.
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Why We Fell for the Rumor
We love a good rebound story.
When the Glen and Olivia rumors peaked, both were technically "single" or at least in a gray area. Glen had split from Gigi Paris a while back, and the Sydney Sweeney "chemistry" was revealed to be mostly top-tier marketing for Anyone But You.
Olivia had just split (temporarily) from Jacob.
The math seemed to work. But Hollywood math is often just 1 + 1 = PR.
What This Tells Us About Modern Celebrity
The whole Olivia Jade and Glen Powell situation is a masterclass in how a single blurry photo can create a narrative that lasts for months.
We live in an era where "proximity equals dating." If two famous people are in the same zip code, there’s a TikTok theory about it.
The reality is often much more boring.
It’s just friends. It’s circles of people who have the same agents, go to the same gyms, and eat at the same five restaurants in West Village.
Sorting Fact from Fiction
If you're trying to keep up, here's the reality of the situation:
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- The "Date": Was actually a group dinner with family.
- The Timeline: They’ve known each other for over 10 years through John Stamos.
- The Current Status: Glen is with Michelle Randolph; Olivia is back with (or at least "unlabeled" with) Jacob Elordi.
- The Evidence: There has never been a single photo of Glen and Olivia being affectionate. No hand-holding, no kissing. Just walking near each other.
It’s easy to get swept up in the drama. But in this case, the drama was mostly a side effect of Glen Powell becoming the most eligible bachelor in Hollywood and Olivia Jade being, well, Olivia Jade.
Moving Forward
If you want to stay truly informed about these two, stop looking at "blind items" that thrive on speculation.
Instead, watch the red carpets. The Golden Globes showed us where Glen’s heart is. The streets of NYC showed us who Olivia is calling when she’s lonely.
The next time you see a headline about a "shocking new couple," check to see if their parents are at the table. If they are, it’s probably just a nice dinner, not a headline-grabbing romance.
Stay skeptical. The truth is usually found in the background of the photo, not the caption.