Jason Sudeikis, the beloved star of Ted Lasso and former Saturday Night Live cast member, has captured hearts both on screen and in his personal life. Following his highly publicized split from actress and director Olivia Wilde in 2020, fans have been curious about the comedian’s romantic journey and current relationship status. The 49-year-old actor’s dating life has been a subject of considerable media attention, particularly after his amicable co-parenting relationship with Wilde and his subsequent ventures into new romances.
Sudeikis’s relationship history spans over two decades, featuring connections with notable Hollywood figures and culminating in his current romance with model and actress Elsie Hewitt. From his early marriage to writer Kay Cannon to his brief fling with Mad Men star January Jones, and his long-term engagement to Olivia Wilde, each relationship has shaped the actor’s perspective on love and commitment. His journey through heartbreak, healing, and rediscovering confidence has been both public and deeply personal.
The actor’s approach to dating has evolved significantly since his separation from Wilde, with sources noting his transformation from a “dark place” to a more confident and positive mindset. As he navigates co-parenting responsibilities with his two children, Otis and Daisy, Sudeikis has found balance between his professional success and personal happiness. His current relationship with Elsie Hewitt represents a new chapter in his romantic life, one characterized by fun, ease, and mutual understanding of their respective careers and lifestyles.
Current Relationship Status: Dating Elsie Hewitt
Alabama Barker (Image via Getty)
Jason Sudeikis is currently dating model and actress Elsie Hewitt, with their relationship becoming public in early 2024. The couple was first spotted together in January 2024, engaging in public displays of affection during an outing in West Hollywood, California. Their chemistry quickly caught the attention of fans and media outlets, sparking widespread speculation about the nature of their relationship.
According to sources close to the couple, Sudeikis finds Hewitt “gorgeous” and appreciates that “she makes him laugh and gives him what he needs right now, which is a little fun and amusement.” The relationship appears to be built on mutual understanding and shared interests, with both parties reportedly comfortable with keeping things relatively casual and enjoyable.
What makes their relationship work is their shared approach to dating in Hollywood. Hewitt, who understands the entertainment industry, “isn’t into anything too serious either” and is described as “easygoing” and someone who “knows the cool places in L.A.” This compatibility has allowed Sudeikis to enjoy companionship without the pressure of immediate commitment, something that appears to suit his current life stage perfectly.
The relationship has continued to develop throughout 2024, with sources indicating that things are “going well” between the pair. Their connection represents a significant step forward for Sudeikis, who has reportedly undergone a “huge transformation” from the difficult period following his split from Olivia Wilde.
Past Relationships and Dating History
Kay Cannon: The Early Years
Sudeikis’s first significant relationship was with writer and director Kay Cannon, whom he met in the late 1990s while performing improv in Chicago. Their relationship developed over several years before they married in 2004. However, the demands of Sudeikis’s career, particularly his work on Saturday Night Live , created challenges for the couple. The actor later revealed in a 2011 GQ interview that he was “unhappy” living away from Cannon while working as a writer for SNL.
The couple separated in 2008 and finalized their divorce two years later in 2010. Despite their split, they have maintained a friendly relationship, demonstrating Sudeikis’s ability to preserve positive connections with former partners.
January Jones: A Brief Hollywood Romance
Following his divorce from Cannon, Sudeikis was linked to Mad Men actress January Jones in July 2010. Their relationship began when they were spotted together at an ESPY afterparty, followed by various public sightings, including lunch dates in Los Angeles and on-set visits during Sudeikis’s film projects.
Sudeikis confirmed the relationship during an appearance on Lopez Tonight , where he playfully acknowledged their romance. However, the relationship was relatively short-lived, ending in January 2011. Sources cited long-distance challenges as a contributing factor to their split, as both actors were managing demanding career schedules.
Olivia Wilde: The Most Significant Relationship
Jason Sudeikis (Image via Getty)
Sudeikis’s most prominent and longest relationship was with actress and director Olivia Wilde. The couple met at a Saturday Night Live after-party in May 2011, with Wilde later recounting on The Howard Stern Show how Sudeikis approached her with the memorable line, “Whatever you’re looking for, you don’t need it.”
Their relationship officially began in November 2011, and by 2012, Sudeikis had proposed to Wilde. The couple welcomed two children during their nine-year relationship: son Otis in April 2014 and daughter Daisy in October 2016. Their engagement lasted over seven years, making it Sudeikis’s most significant long-term commitment.
The relationship’s end came in 2020 when the couple announced their separation. What followed was a highly publicized custody battle that reached its peak in April 2022 when Wilde was served legal documents while speaking at CinemaCon in Las Vegas. The incident created significant media attention and legal complications, with Wilde claiming in court filings that Sudeikis’s actions were “intended to threaten me and catch me off guard.”
The custody dispute was finally resolved in September 2023, with Sudeikis ordered to pay $27,500 per month in child support. Since then, the former couple has maintained a successful co-parenting relationship, with both living in Los Angeles to facilitate shared custody of their children.
Keeley Hazell: A Brief Connection
Between his split from Wilde and his current relationship with Hewitt, Sudeikis was briefly linked to his Ted Lasso castmate Keeley Hazell in 2021. Dating rumors emerged when they were spotted embracing in New York City, but the relationship was short-lived, with reports indicating they split in 2022.
Co-Parenting and Family Life
Jason Sudeikis and Elsie Hewitt (Image via Getty)
Despite the challenges of his past relationships, Sudeikis has successfully established a positive co-parenting dynamic with Olivia Wilde. The former couple was recently spotted sharing a friendly hug while taking their children to a playground in Los Angeles on April 6, 2025. This public display of amicability demonstrates their commitment to maintaining a “united front” for the sake of their children.
Sources close to the family indicate that both parents are “deeply devoted” to Otis and Daisy, with their children remaining the top priority. The successful resolution of their custody case has allowed both parents to focus on providing stability and love for their children while pursuing their individual romantic lives.
Looking Forward: Sudeikis’s Transformation
Jason Sudeikis’s journey through various relationships has led to significant personal growth and transformation. Sources describe him as being “a lot more confident” and in a “much more positive place” compared to the “dark place” he experienced during the fallout from his relationship with Wilde. This evolution has been crucial in his ability to open himself up to new romantic possibilities with Elsie Hewitt.
The actor’s current approach to dating reflects lessons learned from past experiences, with an emphasis on fun, compatibility, and mutual respect for career demands. As he continues to balance his successful acting career with his role as a devoted father, Sudeikis appears to have found a healthy equilibrium that allows for both personal happiness and professional fulfillment.
Milo Manheim has captured hearts worldwide through his charming performances in Disney’s “Zombies” franchise and Netflix’s hit series “School Spirits.” The 24-year-old actor, born on March 6, 2001, in Venice, California, has become one of Hollywood’s most talked-about young stars, not just for his acting prowess but also for his intriguing love life. From his Disney Channel debut to his current status as a rising Hollywood talent, Manheim’s romantic relationships have been a constant source of fascination for fans and media alike.
Despite the persistent rumors and fan theories, Manheim has maintained a relatively private approach to his romantic life. His relationships have ranged from confirmed partnerships to speculated connections, each generating significant buzz among his devoted fanbase. Understanding his dating history provides insight into how young Hollywood stars navigate love in the public eye while building their careers.
Current Relationship Status: Single and Focused
Milo Manheim (Image via Getty)
As of 2025, Milo Manheim appears to be single and focusing on his burgeoning career. The actor has been notably quiet about his romantic life in recent months, with no confirmed relationships or public appearances with potential partners. This single status comes after years of speculation and rumored connections with various co-stars and celebrities.
Manheim’s current single status has been confirmed through multiple sources, including recent interviews and social media activity. The actor seems to be prioritizing his professional growth, with several high-profile projects keeping him busy. His role in “School Spirits” and other upcoming ventures appear to be his primary focus, suggesting he’s taking a break from public romantic entanglements.
The decision to remain single might also reflect Manheim’s desire for privacy after years of intense scrutiny regarding his dating life. Having experienced the challenges of maintaining relationships under public scrutiny, he may be choosing to keep his personal life more private or simply hasn’t found the right person yet.
Past Relationships and Romantic Connections
Nell Verlaque (2023)
Manheim’s most recent confirmed relationship was with actress Nell Verlaque, whom he met on the set of the 2023 horror film “Thanksgiving.” Their co-star status evolved into something potentially romantic, with Manheim referring to himself and Verlaque as “Mr. & Mrs. Leaf” on Instagram in 2023, referencing his fandom of the Toronto Maple Leafs.
The relationship appeared to be more than just friendship, with both actors posting pictures of each other on social media throughout 2023. However, neither officially confirmed their romantic status, leaving fans to speculate based on their social media interactions. By 2024, their relationship seemed to have cooled, with their Instagram interactions becoming more platonic in nature.
Holiday Kriegel (2018)
One of Manheim’s earliest confirmed relationships was with actress Holiday Kriegel in 2018. The couple was spotted together at various events, including a memorable appearance at Disneyland. Their relationship was relatively public, with fan accounts compiling numerous photos of the young couple together.
The relationship lasted from February to October 2018, after which Manheim publicly declared his single status to Entertainment Tonight, stating, “I’m single. I’m ready to go!” This relationship marked one of the few times Manheim openly discussed his romantic status with the media, making it one of his most documented partnerships.
Alexis Ren (2019)
Manheim’s rumored connection with model and influencer Alexis Ren began at Coachella 2019, where they were photographed together. The pair, both former “Dancing with the Stars” contestants, were seen walking hand-in-hand and dancing together at the music festival, sparking immediate romance rumors.
Their connection seemed genuine, with Manheim wishing Ren a happy birthday in 2019 by calling her a “beam of light” on Instagram. However, despite the cozy photos and public appearances, neither confirmed a romantic relationship, and the connection appeared to fade over time.
Co-Star Connections and Friendship Speculation
Milo Manheim (Image via Getty)
Meg Donnelly – The “Zombies” Chemistry
Perhaps no relationship has generated more fan speculation than Manheim’s connection with “Zombies” co-star Meg Donnelly. Playing love interests Zed and Addison throughout the Disney franchise, their on-screen chemistry has led to intense shipping from fans who desperately want their fictional romance to become reality.
Manheim has been open about his close friendship with Donnelly, frequently posting affectionate messages on social media, including “Love you to the moon and back” and “There is absolutely NOBODY else I would want to go on this crazy adventure with.” However, both actors have consistently maintained they are just close friends, despite acknowledging the romance rumors.
In a revealing interview with J-14, Manheim addressed the speculation directly: “The relationship has gotten stronger, you know, of course, we hit it off in the beginning, but now Meg is one of my best friends.” Interestingly, when pressed further about romance rumors, his final response was “no comment” rather than a definitive denial, leaving room for fan hope.
Peyton Elizabeth Lee – Professional Partnership
Manheim’s collaboration with actress Peyton Elizabeth Lee on “Doogie Kamealoha, M.D.” and “Prom Pact” led to friendship speculation in 2022. An Instagram photo of the two hugging sparked dating rumors among fans, though both actors have maintained their relationship is purely professional and friendly.
Fame and Privacy
Milo Manheim’s approach to dating reflects the broader challenges young Hollywood stars face when balancing public careers with private relationships. The constant scrutiny from fans and media can make maintaining genuine connections difficult, as every interaction becomes subject to speculation and analysis.
The actor’s experience demonstrates how social media has intensified the pressure on celebrity relationships. Every Instagram post, public appearance, or casual interaction with female friends becomes potential evidence of romance, creating an environment where privacy becomes increasingly precious.
Milo Manheim (Image via Getty)
Manheim’s journey through various relationships and rumored connections shows a young man learning to navigate fame while seeking authentic connections. His current single status might represent a conscious choice to focus on personal growth and career development without the added pressure of public relationship scrutiny.
As Milo Manheim continues to build his career with projects like “School Spirits” and other upcoming ventures, his approach to dating will likely evolve. Whether he chooses to keep future relationships more private or eventually finds someone worth sharing publicly remains to be seen, but his fans will undoubtedly continue following his romantic journey with keen interest.
