In the chaotic, fast-moving world of Hollywood romances, some couples just seem to make sense until they don’t. For nearly five years, Michelle Randolph and Gregg Sulkin were that couple. They were the photogenic duo that didn't need a reality TV show to stay relevant. They had this effortless, sun-drenched California energy that felt more authentic than the usual PR-driven flings you see on Page Six. But then, things went quiet. Like, really quiet.
If you’ve been scrolling through their Instagram feeds lately looking for those cozy birthday tributes or red carpet selfies, you’ve probably noticed a massive void. No, they haven’t just decided to go "private." They’re done.
Honestly, it’s a bit of a shocker for fans who followed them since 2018. They survived the pandemic together, supported each other’s career pivots, and seemed to be building a genuine life. But as of 2026, both have moved on to very different chapters—Michelle is currently sparking major dating rumors with Top Gun: Maverick star Glen Powell, and Gregg has been linked to British model Freya Tidy.
The 2018 Spark: How It All Started
They first went public back in October 2018. Gregg, fresh off his Marvel’s Runaways era, posted a photo of them that basically broke the "Wizards of Waverly Place" corner of the internet. He wrote something about her making his life better, and for a while, they were inseparable.
Michelle wasn't the household name she is today. Back then, she was mostly known as a successful model and the sister of The Bachelor winner Cassie Randolph. But Gregg saw something special. He even admitted in interviews that Michelle was the brain behind some of his business moves, specifically helping him launch his fashion brand, Gridlock, in 2020. She wasn't just the "girlfriend on his arm"; she was a collaborator.
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Why the Split Happened (According to the Timelines)
Celebrities rarely give you a PowerPoint presentation on why they broke up. They just stop posting.
The cracks started appearing late in 2022. Gregg’s last major birthday tribute to Michelle was in September of that year. After that? Radio silence. By the time 2023 rolled around, the industry whispers turned into a roar. Sources close to the pair suggested that as Michelle’s career began to explode—thanks to her landing the role of Elizabeth Strafford in Taylor Sheridan’s 1923—their schedules simply stopped aligning.
It’s the classic Hollywood trap. One person is filming in Montana or Texas for months on end, while the other is in London or LA. Distance doesn't always make the heart grow fonder; sometimes it just makes you realize you’re growing in different directions. By mid-2023, the split was essentially a done deal, though they managed to keep it remarkably civil. No messy "unfollowing" sprees. No cryptic song lyrics. Just a quiet exit.
Michelle Randolph’s Career Surges into 2026
While her romantic life with Gregg ended, her professional life went into overdrive. If you haven't seen her in Landman yet, you’re missing out. Playing Ainsley Norris—the vivacious, somewhat self-absorbed daughter of Tommy Norris (Billy Bob Thornton)—has put her on a whole new level of fame.
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She’s no longer "Gregg Sulkin’s girlfriend" or "Cassie’s sister." She’s a Sheridan staple.
- Landman Season 2: Just wrapped up a record-breaking run on Paramount+.
- Scream 7: She’s set to join the iconic slasher franchise in a mystery role this year.
- High-Fashion Muse: She’s been a front-row fixture at major fashion weeks, often appearing with her Landman co-star Ali Larter.
Her new rumored romance with Glen Powell has also kept her in the headlines. The two were spotted together at the 2026 Golden Globes afterparty, looking very comfortable. It seems Michelle has a thing for talented, rising leading men, and frankly, who can blame her?
Where is Gregg Sulkin Now?
Gregg hasn't been sitting around moping. After the breakup, he seemed to reconnect with his British roots. He’s been spending a lot of time in London and has been working on a massive project called The Kollective.
He’s also leaned heavily into his personal growth era. In 2025, he started talking more about his passion for literature and even hinted at writing an autobiography. He’s dating Freya Tidy now, and reports suggest they’ve already moved in together in London. It’s a total shift from his LA lifestyle with Michelle, but he seems more grounded than ever.
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What Fans Get Wrong About Their Breakup
Social media makes us think we know everything, but we basically know nothing.
The biggest misconception is that there was some "villain" in the story. People love to dig for cheating scandals or dramatic fights. But the reality is likely much more boring. Two people in their 20s dated for five years, grew up, and realized they wanted different things. Michelle wanted to dive headfirst into the "prestige TV" world of Texas and Montana, and Gregg wanted to explore his European roots and business ventures.
The Takeaway for Fans
If you’re still mourning the loss of this couple, here’s the reality check: they both seem significantly happier now. Michelle is on track to be one of the biggest actresses of the decade, and Gregg is building a life that feels more authentic to his 30s than his 20s.
To stay updated on their current paths, you should:
- Watch Landman on Paramount+: It’s the best way to see Michelle’s range as an actress.
- Follow their career moves, not just their grids: Their social media is curated, but their IMDb pages tell the real story of where they’re heading.
- Keep an eye on the Scream 7 trailers: Seeing Michelle transition from a Western drama to a horror blockbuster is going to be the pivot of the year.
The Michelle Randolph and Gregg Sulkin era was a beautiful chapter for both, but the book has definitely moved on. Sometimes the best thing a couple can do is let go so they can both actually win.