Inside Jonah Hill's Hush-Hush Dating History

Jonah Hill's long history of hush-hush romances: The actor recently became a father of one!  

Jonah Hill's personal life rarely makes it to the headline and when it does, it's almost always a bombshell news. The actor recently welcomed a child, his firstborn, with a rumored girlfriend. Hill is most notably known for starring in blockbusters like Moneyball, The Wolf of the Wall Street, Don't Look Up, and Knocked Up.  

Born on December 20, 1983, in Los Angeles, California, Jonah Hill Feldstein had a fairly entertainment-adjacent childhood. His mother, Sharon Lyn, worked as a fashion stylist, and his father, Richard Feldstein, as a tour accountant for Guns N' Rose.  

While categorized and almost pigeonholed for the roles of foul-mouthed, rash sidekicks in films, Hill, 39, in real life, couldn't be a more contradicting person than his onscreen characters. Ahead are all the deets on the actor-turned-filmmaker's love life.  

Jonah Hill's Girlfriends Throughout the Years!  

An unlikely romance history for an unlikely Hollywood staple. Hill has had his share of celebrity romances over the years and while a few of them were official, Jonah kept most of it pretty tightly wrapped. Jonah was already a significant star in the making when he started dating Jordan Klein in the 2000s.   

The duo's love reportedly last a good three years before their breakup in 2011. Dishing on the seemingly perfect couple, an insider revealed that the pair's busy schedule got in the way of their personal life. Following his split from Klein, the Moneyball actor jumped right back into the dating pool as she sparked dating rumors with Ali Hoffman, actor Dustin Hoffman's daughter.  

Hill and Ali's flame fizzled out after a few months and the Academy-nominated actor was right back at the square one. But not for long as soon came Jonah's most improbable romance rumors. The Wolf of the Wall Street fame was linked with songstress Rita Ora. But the rumored couple never made it public.   

Hill continued his low-profile romance approach and dated musician Alana Haim, actress Isabelle McNally, and nutritionist Brooke Glazer, all in the same year in 2014. Following his serial dating phase, the Moneyball actor had his first stable relationship with content manager Gianna Santos.  

Jonah and Santos were first linked in 2018 and were engaged in 2019. Hill's younger sister, Beanie Feldstein, dished on her brother's engagement and shared how the duo makes the perfect couple. But perhaps Beanie spoke too early as Hill and Santos's relationship came crashing down a year after their engagement.    

The Oscar nominee took many by surprise when he made his new relationship with Sarah Brady, who is a surfer, and law student, Instagram official in 2021. Fans were occasionally updated with cute snaps of the loved-up duo, until their quiet breakup.  

Jonah Hill Welcomed His Firstborn with Olivia Miller!   

Congratulations are in order for the Oscar-nominated actor and Olivia Miller, who recently gave birth to the actor's first child. There's still very little revealed about the actor's huge milestone but sources have confirmed that the Superbad actor is, indeed, a father of one.   

Hill's long-rumored girlfriend, Olivia Miller, reportedly gave birth to their firstborn, whose sex and name aren't revealed yet, on June 1. The exciting news came a day after Jonah's little sister, Beanie, married her fiancée Bonnie Chance Roberts in a star-studded ceremony.  

Fans noticed Jonah was visibly absent at the summer camp-themed wedding as none of the snaps hinted at Jonah's presence. Hill has noticeably grown even more private after his failed engagement with Santos, and breakup from Brady. The Wolf of the Wall Street actor and Miller were first linked in mid-2022.   

The couple's public appearances grew scarce amid the swirling romance rumors until earlier this year. Olivia was spotted with a baby bump, which set off the duo's first pregnancy speculation. With the pregnancy rumor still hovering around, Miller even sparked engagement rumors after paps captured her sporting a massive diamond ring.  

Miller is the daughter of former top model, Esmé Marshall. Olivia is not a renowned model like her mother but she is still a member of the fashion industry. Miller and her sister, Raychel, are the co-owners of the vintage shop Chasseresse, a fashion venture the sister duo launched in 2018.    

The exciting news comes after Hill's sister, Beanie, tied the knot with Bonnie Chance Roberts! 

Although Hill is yet to address the budding curiosity about his personal life, it seems, the actor is finally in the place to settle down in his life. The Moneyball actor previously dished on how he would have liked to start a family at a younger age if it wasn't for his demanding career. 

"I'd probably be married with kids now. It's hard for me to focus on relationships with my job now," the actor said in his interview with The Guardian in 2014. 

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