Bill Hader, the talented comedian, actor, and former Saturday Night Live cast member, has been a familiar face in the entertainment industry for decades. Known for his hilarious impressions and versatility on screen, Bill has also made headlines for his personal life, particularly his romantic relationships. Over the years, he has been linked to several high-profile celebrities, each relationship offering a glimpse into his private world. From his marriage to director Maggie Carey to his recent PDA-filled outings with comedian Ali Wong, Bill’s dating history is a fascinating mix of love, laughter, and heartbreak.
Bill Hader and Ali Wong: ARomantic Reconnection
One of the most recent and buzzworthy relationships in Bill Hader’s life is with comedian and actress Ali Wong. The two were first spotted together in April 2023 during a hike in Los Angeles, where they were seen holding hands and even sharing a romantic kiss. These intimate photos, obtained by Page Six, sparked excitement among fans and solidified rumors of a potential relationship. However, their romance isn’t entirely new; Bill and Ali reportedly began dating in 2022, though their relationship was initially kept under wraps.
The pair first met back in 2016 while voicing characters in the Angry Birds franchise, but it wasn’t until six years later that their friendship turned romantic. By December 2022, however, sources close to the couple revealed that they had parted ways, citing busy schedules as the reason for their split. Despite this, Bill hinted at having a girlfriend during an interview with PEOPLE in April 2023, and further clues suggested that Ali was the mystery woman. For instance, Bill mentioned taking a mini-vacation to San Francisco—Ali’s hometown—and their recent hiking photos confirmed that they were still very much together.
Ali, a stand-up comedy sensation known for her unapologetic humor and Netflix specials like Beef, had recently gone through a divorce from her husband of eight years, Justin Hakuta, with whom she shares two daughters. While the divorce was amicable, it’s clear that Ali was navigating a new chapter in her life when she and Bill reconnected. Despite their busy careers, the two seem to have found a way to make their relationship work, balancing their professional commitments with their affection for each other.
Interestingly, Bill and Ali did not make their red carpet debut as a couple at the 2025 Golden Globes. While Ali attended the event solo, Bill’s representative explained his absence, revealing that he was dealing with a pre-existing eye condition that required him to rest at home. This minor hiccup aside, the couple appears to be going strong, proving that their connection is both enduring and pandemic-proof.
Bill Hader and Anna Kendrick: A Quiet but Sweet Romance
Before his relationship with Ali Wong, Bill Hader was linked to another high-profile star: actress Anna Kendrick. The two met while working on the 2019 Disney+ holiday film Noelle, where they played the children of Santa Claus. Their on-screen chemistry eventually translated to real life, and they reportedly began dating in 2020, keeping their relationship under wraps for over a year.
Friends close to the couple described their relationship as “fun” and “affectionate,” with Bill and Anna constantly making each other laugh. They were said to be “in love” and thoroughly enjoyed each other’s company, though they maintained a low profile and avoided public displays of affection. A source revealed that they felt no rush to take their relationship to the next level, content with the way things were progressing.
Unfortunately, their love story came to an end in June 2022 when they decided to part ways. Neither Bill nor Anna publicly commented on their breakup, but insiders suggested that their schedules and personal priorities played a role in the split. Despite this, fans will always remember their sweet and private romance as a charming chapter in Bill’s dating history.
Bill Hader and Rachel Bilson: A Red Carpet Romance
Another notable relationship in Bill Hader’s life was with actress Rachel Bilson, best known for her roles in The O.C. and Hart of Dixie. The two made their red carpet debut at the 2020 Golden Globes, where they walked hand in hand and stole the spotlight. Their relationship was confirmed when a makeup artist shared a photo of the couple before the event, calling them “the cutest couple ever.”
Bill and Rachel’s relationship seemed to be filled with joy and affection. Insiders described their time together as “fun” and “serious,” with Bill being incredibly attentive and sweet to Rachel. The two were often spotted on cozy getaways, including a Valentine’s Day weekend trip to the Montage Hotel in Laguna Beach. Rachel, in particular, was said to be smitten with Bill’s kind and considerate nature.
However, their happiness was short-lived. The couple reportedly split after less than two years together, with the breakup occurring in 2022. Rachel later opened up about the separation on her Broad Ideas podcast, calling it one of the hardest experiences of her life. She compared the heartbreak to the challenges of childbirth, though she later clarified that she hadn’t meant to diminish the difficulty of raising a child. Instead, she emphasized how isolating the breakup was, especially during the COVID-19 pandemic, when she had to navigate her emotions alone while caring for her daughter.
Rachel’s candor about her relationship with Bill offered fans a rare glimpse into his personal life, showcasing the emotional depth behind his private nature. While their romance didn’t last, it’s clear that Bill left a lasting impression on her life.
Bill Hader and Maggie Carey: A Long-Term Marriage and Co-Parenting
Before his high-profile relationships with Rachel Bilson and Anna Kendrick, Bill Hader was married to director Maggie Carey for over a decade. The two tied the knot in 2006, just a year after Bill joined Saturday Night Live. During their marriage, they welcomed three daughters: Hannah, Harper, and Hayley. Maggie and Bill’s relationship was a stable and loving foundation for their growing family, and they were together until Bill filed for divorce in 2017, citing irreconcilable differences. The divorce was finalized in 2018.
Despite the end of their marriage, Bill and Maggie have maintained a positive relationship for the sake of their children. Bill has often spoken about the importance of co-parenting and how his daughters remain his top priority. In a 2022 interview with The Hollywood Reporter, he shared that his kids are the reason he keeps his dating life private. “They just want me to be their dad,” he explained, adding that his role as a father involves activities like watching Encanto on repeat.
Bill has also reflected on how he and Maggie worked together during the COVID-19 pandemic to keep their daughters calm and safe. He humorously noted that while he and Maggie were trying to reassure their kids, the children ended up being the ones to calm their parents. This lighthearted insight into their co-parenting dynamic highlights Bill’s ability to find humor even in challenging situations—a trait that likely makes him a loving and relatable father.
Bill Hader’s Approach to Love and Privacy
While Bill Hader’s personal life has been the subject of much speculation and attention, he remains a private individual, especially when it comes to his relationships. His experiences as a husband, father, and partner have shaped his approach to love, with
