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If you’ve been following the comedy world lately, you know the news hit like a punchline nobody saw coming. Bill Hader and Ali Wong have officially split. It’s honestly a bummer. After more than two years together—and a whole lot of red-carpet chemistry that actually made people believe in "funny love"—the pair called it quits in early January 2026.
People are always shocked when Hader pops up in the headlines for his love life. He doesn't have that classic "Hollywood heartthrob" vibe, but he’s consistently dated some of the most talented women in the industry. From a decade-long marriage to a whirlwind romance that Rachel Bilson once compared to the pain of childbirth, his track record is anything but boring.
The Ali Wong Era (2022–2026)
The relationship between Hader and Wong was a slow burn that eventually turned into a bonfire. They actually started seeing each other briefly in the fall of 2022, right after Ali had separated from her husband, Justin Hakuta. It didn't stick the first time. They were "super busy," which is basically celebrity-speak for "the timing sucked."
But they couldn't stay away. By April 2023, Hader was casually mentioning his "girlfriend" in interviews. He didn't say her name at first, but everyone knew. Then came the 2024 Golden Globes. That on-camera kiss when Ali won for Beef basically broke the internet.
So, why did they break up? According to sources close to the couple in early 2026, it wasn't some dramatic blowout. It was the schedule. Ali is prepping for a massive stand-up tour, and Bill has a slate of film and TV projects that keep him locked on set. Between their careers and co-parenting their respective kids, there just wasn't enough oxygen left for the relationship. They’re still friends, though. Amicable. No drama. Just two people realizing they couldn't make the math work anymore.
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Bill Hader Dating History: The Long Marriage to Maggie Carey
Before the high-profile dating started, Bill Hader was a one-woman man. He married director Maggie Carey in 2006. If you've ever seen the movie The To Do List, she wrote and directed it. Bill was in it. So was his future ex-girlfriend Rachel Bilson (Hollywood is a very small town).
Bill and Maggie were together for eleven years. They have three daughters: Hannah, Harper, and Hayley. Bill has been really open about how tough his Saturday Night Live years were on their marriage. He was a "basket case" of anxiety. He eventually left the show in 2013 specifically to move to LA and be with his family more.
It didn't save the marriage, unfortunately. They separated in 2017 and finalized the divorce in 2018. The good news? They seem to be the gold standard for co-parenting. Maggie even directed an episode of his hit show Barry after they split. That’s some serious maturity.
That Time With Rachel Bilson
In late 2019, Bill Hader and Rachel Bilson were spotted grabbing coffee in his hometown of Tulsa, Oklahoma. That’s a "meet the parents" level move. They made it official at the 2020 Golden Globes, looking incredibly happy.
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Then the pandemic hit.
Lockdown is a relationship killer for a lot of people, and these two weren't immune. They split in July 2020 after about six months of being "public." Rachel later went on a podcast and said the breakup was "harder than childbirth." That is a wild statement. It suggests things were way more serious than the public realized.
The Quiet Romance With Anna Kendrick
After Rachel, Bill moved on to another A-lister: Anna Kendrick. This one was kept totally under wraps for a long time. They played siblings in the Disney+ Christmas movie Noelle back in 2019, but they didn't start dating until 2020.
Because of the pandemic, they were able to hide it for over a year. A source told People that they were a "great couple" who shared a sarcastic, funny rapport. They ultimately split in June 2022. Neither of them has ever really talked about it publicly, which fits their low-key styles.
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What Most People Get Wrong About Hader’s Love Life
There's this weird misconception that Bill Hader is some kind of serial dater. It’s not really true. If you look at the timeline, he’s actually a long-term relationship guy.
- 11 years with Maggie Carey.
- 2 years with Anna Kendrick.
- Nearly 3 years (on and off) with Ali Wong.
The guy clearly likes partnership. He’s just navigated the very public, very messy world of post-divorce dating in your 40s while being one of the most famous people in comedy.
The Current Status in 2026
As of right now, Bill Hader is single. Following the split from Ali Wong in January 2026, he’s reportedly focusing on his kids and his upcoming directorial projects. He’s always been someone who values privacy, so don't expect him to be on a dating app anytime soon.
If you’re looking to follow his journey, the best thing to do is keep an eye on his professional moves. Usually, whenever Bill is about to release a big project, we get a tiny glimpse into who he’s spending his time with. For now, it seems the "Barry" star is taking a breather from the dating scene to recalibrate.
Key Takeaways for Fans
- Check the Sources: Don't believe every "insider" quote on TikTok. Stick to trade publications for the real news on his splits.
- Watch the Work: Bill often works with the people he’s close to. His collaborations with Maggie Carey and Anna Kendrick are proof.
- Respect the Privacy: He’s famously allergic to social media. If you see an "official" Bill Hader Instagram account, it’s definitely a fake.
Bill Hader's dating history shows a man who values intelligence and humor in his partners. While the Ali Wong era has ended, both remain powerhouses in the industry, and their mutual respect seems to be the one thing that hasn't changed.