Scott Disick’s Ups and Downs Through the Years: Fatherhood, Rehab and More

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Scott Disick's Ups and Downs Through the Years: Fatherhood, Rehab and More

Scott Disick has struggled with substance abuse, grief and more issues since stepping into the spotlight, but he has also celebrated personal wins, such as welcoming three children. Us Weekly is taking a look back at his highs and lows through the years. The reality star became a household name while starring alongside Kourtney Kardashian on Keeping Up With the Kardashians, which he has appeared on since its premiere in October 2007. At the time, Disick and the Poosh founder were dating. Son Mason, daughter Penelope and son Reign arrived before the pair split in July 2015. Disick, however, battled problems that resulted in him entering rehab multiple times. The TV personality checked into a Colorado facility in May 2020 to deal with “past traumas,” but he left shortly after due to a privacy issue. “Scott’s breakup and past issues with Kourtney and his parents’ deaths have deeply affected him,” a source revealed exclusively to Us at the time. “Although it didn’t always show up in a negative way, these are things he’s constantly had to battle and live with that don’t go away overnight.” [sendtonews type="float" key="LJNxbZippc-3114031-14453"] Prior to his rehab stint, Disick developed a positive coparenting relationship with Kardashian as well as a serious romance with girlfriend Sofia Richie. “The truth is, my problems shouldn’t affect the kids,” he told Us in June 2019. “Just because their mother and I couldn’t make it as a perfect, romantic couple shouldn’t have anything to do with the kids. They don’t deserve our mistakes, so we figured out a way. We still need to be as honest and as good to each other as if we were together. Let’s raise these children together and that’s it.” Kardashian, for her part, called her friendship with Disick and Richie “the thing I’m most proud of” in a May 2019 interview with Paper magazine. According to a source in December 2018, the trio are “so over” their previous problems. “All the drama is water under the bridge and they are all collectively in a much better space,” the insider added. Scroll to revisit Disick’s ups and downs through the years. [podcast_block]

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February 2009

Disick began dating Kardashian in 2006. The two split briefly in 2009 when she suspected cheating on his part, though they reconciled shortly after the breakup.

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August 2009

Us confirmed in August 2009 that Kardashian was expecting her first child with Disick. Khloé Kardashian claimed at the time that the baby news changed the then-father-to-be. “I don’t know if a man can be maternal, but he’s definitely becoming more maternal,” she told Us. Son Mason arrived in December 2009.

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August 2010

The Flip It Like Disick star admitted during an August 2010 episode of Kourtney & Khloé Take Miami that he had a drinking problem. “[Kourtney] doesn’t really always 100 percent understand that it’s a real disease that I have, and it’s not just something that I can turn off and on,” he said. “But now that I have a little baby, I don’t really want to play any of these games. I just want to be with her and see my son grow.”

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August 2011

Disick confessed in an August 2011 episode of Keeping Up With the Kardashians that he lied to Kourtney for months about staying sober. “I believe that I’m in a place that I could have a drink or two responsibly and not get crazy,” he told her.

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November 2011

Kourtney revealed exclusively to Us in November 2011 that she was pregnant with her second child with Disick. She gave birth to daughter Penelope in July 2012.

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June 2012

“He’s grown so much over the years. … I love seeing him as a dad — he’s great with Mason — and I’m not saying that we’re perfect,” Kourtney gushed in June 2012. “We go to therapy, which helps us a lot. I think we’re always working to better ourselves, which I think a lot of people can do.”

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January 2014

Disick suffered a devastating blow in October 2013 when his mother, Bonnie Disick, died. Two months later, his father, Jeffrey Disick, died.

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June 2014

Us broke the news in June 2014 that Kourtney and Scott were expecting their third child together. Son Reign was born in December 2014.

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June 2014

Scott was hospitalized for alcohol poisoning in June 2014 after celebrating his birthday at a nightclub in the Hamptons.

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November 2014

The Talentless founder checked himself into rehab during a November 2014 episode of Kourtney & Khloé Take the Hamptons. He entered a facility in Connecticut in June 2014 after admitting to a friend that he “thought [he] was going to die” following a round of partying. He confessed at the time that he had substance use issues, including being a heavy drinker. Kourtney, meanwhile, claimed he was “severely depressed.”

Scott explained his decision to seek treatment. “I’ve gone over this in my head so many times to try to live a cleaner life, and for some reason I just keep going back to the same routine,” he noted. “I’ve pretty much become a broken record. And I’m sick of hearing myself talk about the problems I have that I don’t fix. And I’ve always known for a long time I did need to get some help to get to a better place.”

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January 2015

Amid rumors of his continued partying, Scott raved about Reign. “It’s my third time so it’s kind of a charm,” he told Us of fatherhood. “I think I kind of know it by now. The first one was scary. The second was less scary. The third one was, ‘OK, I got a whole team over here.’”

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March 2015

Scott checked into rehab in Costa Rica in March 2015 to reportedly try an alternative treatment to “battle addiction.”

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July 2015

Scott was spotted getting cozy with ex Chloe Bartoli in France in July 2015. Days later, Us confirmed that he and Kourtney split for good. He entered rehab in Florida shortly before the news broke but spent only hours at the facility before checking out.

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October 2015

Us broke the news in October 2015 that Scott was staying at a drug rehabilitation center in California.

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August 2017

The Keeping Up With the Kardashians star was hospitalized in August 2017 after the fire department responded to a call from his home. He was placed on a 5150 psychiatric hold.

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September 2017

Us confirmed in September 2017 that Scott was dating Richie. The couple were first linked in May 2017.

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June 2018

Us broke the news in June 2018 that the model ended things with Scott after he was unfaithful. “He cheated on her in Miami and she found out,” a source said at the time. Days later, they were back together.

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December 2018

Scott, Kourtney and Richie earned praise in December 2018 for vacationing together in Mexico with the exes’ three kids.

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May 2020

Us confirmed in May 2020 that Scott checked into rehab in Colorado to deal with “past traumas.” His lawyer, Marty Singer, denied that substance use was to blame for his treatment.

If you or someone you know is struggling with substance abuse, contact the Substance Abuse and Mental Health Services Administration (SAMHSA) National Helpline at 1-800-662-HELP (4357).

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October 2020

One month after splitting from Richie, Disick moved on with Lisa Rinna’s daughter Amelia Gray Hamlin. The Kardashian-Jenner family were “super supportive” of the relationship, a source told Us.

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January 2021

Us confirmed Kourtney and Blink-182's Travis Barker were “officially a couple.” An insider told Us, "Scott is aware of them being together and is OK with it since she and Scott haven’t been dating for a while. He isn’t jealous over their romance because he believes he still has the upper hand being the kids’ father.”

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June 2021

During the KUWTK reunion, Andy Cohen observed that Disick seems “all upset when Kourtney is linked to other guys,” and the Talentless creator replied, "Me? No. I just want to kill them.” He went on to shade Kourtney's on-again, off-again boyfriend from 2016 to 2019, Younes Bendjima, saying, "Well, the last guy. Let’s all be honest here.”

Khloé Kardashian chimed in, "Nobody was happy with the last one.”

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August 2021

Bendjima leaked alleged Instagram DMs from Disick bashing Kourtney and Barker’s PDA during an Italy getaway. "Yo is this chick ok!?????” Disick allegedly wrote. "Brooo like what is this. In the middle of Italy."

The model replied, "Don’t matter to me as long as she’s happy. PS: i aint your bro.”

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August 2021

After Bendjima leaked Disick's DM, a source exclusively told Us that Disick and Kourtney's relationship was “more strained than ever." The insider added: “What’s really got him riled up is the effect Travis and Kourtney’s relationship is having on his relationship with Kourtney.”

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October 2021

When Kourtney and Barker got engaged in October 2021, the New York native was "furious," a source exclusively told Us at the time. “He knew it was possible, but is very jealous of Kourtney and Travis’ relationship,” the insider said. “Scott still thinks that they could call things off before the wedding.”

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November 2021

One month after Kravis' engagement, an insider told Us that Disick's "friends describe him as a loner. He’s disconnected from a lot of friends and only has a few close friends in his inner circle. He’s mainly been spending a lot of time with his kids.”

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December 2021

The reality star — who frequently shares photos of his and Kourtney's kids on social media — is a devoted father, a source told Us at the time. “All Scott talks about is his kids. … He’s always bringing them up in conversation when he’s not physically with them,” the insider shared. “He’s definitely a very good father and cares and loves them so much. … He wants to be a good role model to them.”

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April 2022

Disick sparked romance rumors with model Rebecca Donaldson when he brought the model with him to the premiere of The Kardashians.

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April 2022

In the premiere episode of The Kardashians, Disick got real about feeling "left out" of a Kardashian family barbecue due to Kourtney and Barker also being in attendance. "Feeling left out and not being told anything is super hurtful — especially when I don’t have another family to go to," the father of three said. "I'd rather be around [Kourtney and Travis] and be around my family than not at all."

In the same episode, Disick noted, “It was a huge adjustment losing Kourtney romantically, but now it’s becoming a huge adjustment losing her as kind of a best friend. Now we’re really just more of coparenters. I would say it’s probably one of the more difficult things in my life.”

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April 2022

Kourtney reacted to the DMs between Disick and Bendijma on an episode of The Kardashians, calling the New York native's message "despicable."

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April 2022

Upon hearing the news that ex Richie was engaged to Elliot Grainge, Disick shared an Instagram photo of himself in Miami, joking that he was "Good Luck Chuck" — referencing the 2007 Dane Cook comedy in which the comedian's character's ex-girlfriends all get engaged to their first partners after Chuck.

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May 2022

As Kourtney and Barker tied the knot at a Santa Barbara courthouse on May 15 with just two witnesses — her grandma, MJ, and Barker's dad — Disick shared photos of himself spending time with his and Kourtney's kids.

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May 2022

The Talentless cofounder fanned the flames of romance rumors with model Holly Scarfone, who posted an Instagram snap modeling for the brand. Disick responded to the upload with a NSFW reply. “I can think of a few talents you have right off the top of my head, no pun intended,” he wrote.

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June 2022

Though Disick was still pining over Kourtney, “once she became serious with Travis, he stopped trying to win her back,” a source exclusively told Us at the time. “His feelings for her haven’t gone away — he’s always going to love her — he’s just having a hard time accepting the fact that she’s married.”

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June 2022

Us confirmed that Disick and Donaldson split, with a source claiming the two "were never serious to begin with."

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August 2022

After being spotted with a mystery woman on August 16, a source exclusively told Us that “Scott isn’t dating anyone seriously at the moment,” adding, “He’s working on himself. He’s enjoying being single.”

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August 2022

Disick was involved in a one-car accident on August 21, during which his car rolled over, TMZ reported.

“It was determined the primary cause of the traffic collision was speed and alcohol was not a factor,” the LASD said in a press release at the time. “Mr. Disick suffered minor, non-life-threatening injuries and declined medical treatment. He was picked up from the scene by family members and his vehicle was towed away per his request.”

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August 2022

Days after he was spotted holding hands with Kimberly Stewart, Us confirmed that Disick and the model have been “dating for a few months." The pair are “really into each other," the insider added.

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November 2022

A source exclusively told Us that Disick had "stepped up his treatment and therapy" following years of public struggles and was "considering" attending an in-patient program for additional help. "The Kardashians are all very supportive of Scott bettering himself," the insider added. "They love him and want him to love himself just as much."

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May 2023

Disick broke down the details of his August 2022 car accident during an episode of The Kardashians.

"So I was going up to pick Mason up because we were going to a movie. I was driving by myself. I made a right and then the curbs in that neighborhood are not flat curbs — they are kind of like little lips. So the wheel came into the little lip and made it pull a little and by the time it pulled it smacked into a pillar," he recalled. "It hit and did a somersault forward then hit then landed. I was up there [in my car] strapped in and hanging. Then I couldn't get out and I tried the sunroof."

The Talentless cofounder added: "Good thing I got [Penelope]. She took care of me [after the accident]. She got all the blood off of me when she was there. She came down with a wet rag and got my face all done. She was a great help."