If you were a teen or young adult in the late 2000s and early 2010s, you definitely experienced the Jonah Hill [1] renaissance. The actor's film debut was in the 2004 film "I Heart Huckabees," but he rose to fame [2] after he starred in popular comedies like "Knocked Up" and "Superbad," the latter of which is considered to be one of the funniest movies [3] of that time period.
After "Superbad," [4] Hill's career exploded. He started taking on roles in both dramas and comedies, starring in "Moneyball" alongside Brad Pitt [5], Martin Scorsese [6]'s "The Wolf of Wall Street," "21 Jump Street," and "This Is the End." Hill is most known for his lengthy acting résumé, but outside of work, the actor keeps his personal life off the radar.
Hill has had a handful of girlfriends over the years. He's also been linked to stars like Alana Haim and Rita Ora, though those relationships have never been confirmed. Currently, the "You People [7]" actor is in a relationship with Olivia Millar, and recent photos [8] suggest the couple may be engaged.
Read on to learn more about Hill's dating history!
Jordan Klein (2008-2011)
As Hill's career was starting to take off, the actor began dating Jordan Klein in 2008, as reported by Us Weekly [9]. According to the outlet [10], the couple met in high school and took their relationship to the next level years later.
A source told Us Weekly at the time of their split, "Jordan always seemed really happy and in love. I never heard a single complaint about their relationship." As for the reason for the breakup, the insider added, "It was probably traveling. She would always go where he was. Now that she has a stable job, she can't just pick up and leave."
Ali Hoffman (2012)
Hill started dating Ali Hoffman, daughter of veteran actor Dustin Hoffman [11], in January 2012. According to Us Weekly [12], the pair got to know one another through a mutual connection, as Hill was friends with Ali's brother, Jake Hoffman. The couple's relationship lasted nine months, with the two calling it quits in September 2012.
Isabelle McNally (2013-2014)
Hill was briefly linked to "Bates Motel" actor Isabelle McNally in late 2013. According to Us Weekly [13], the two were first spotted together in September 2013, but it wasn't until January 2014 that their romance was confirmed.
Gianna Santos (2018-2019)
Hill's next long-term relationship was with Gianna Santos, whom he started dating in 2018. Throughout their relationship, the two were very private and were hardly ever photographed together. In October 2019, Hill and Santos got engaged, but they broke up about a year later, as reported by People [15].
Sarah Brady (2021-2022)
Hill moved on from Santos with Sarah Brady, a community engagement leader for Changing Tides Foundation, according to The Sun [16]. While it's unclear exactly when they started dating, the couple made their Instagram debut in September 2021 after Hill posted a loving picture praising his new girlfriend. "Grateful for you @sarahhbrady," the actor wrote in a since-deleted post (note: Hill deleted his IG altogether in August 2022 after revealing his struggles with anxiety, per Page Six [17]).
The two mostly kept their relationship out of the spotlight, but that didn't stop engagement rumors from swirling in February 2022. People [18] reported at the time that the rumors were unfounded, with Hill taking to Instagram to shut them down. The actor jokingly wrote, "The rumors are not true. I'm engaged. But not to my girlfriend. I am engaged to your mom. I know this is shocking but please respect our privacy at this time."
The pair broke up quietly sometimetime in 2022, a split that was only made evident through the revelation of Hill's next relationship.
Olivia Millar (2022-Present)
Hill was first linked to his current partner, Olivia Millar — co-owner of vintage store Chasseresse and sister of model and actress Raychel Roberts — in August 2022, when they were spotted kissing while frolicking in the water at a Malibu beach in photos obtained by the Daily Mail [19].
True to form, the pair have kept their relationship nearly entirely out of the public eye, but an exciting update came in March 2023. The Daily Mail [20] published photos of Millar in Los Angeles appearing to be wearing a large diamond ring on her left ring finger in the photos, sparking engagement rumors. A rep for Hill did not immediately respond to POPSUGAR's request for comment.