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A timeline of Sylvester Stallone’s hardship & heartbreak through the years

Sylvester Stallone is a true rags to riches story. Having started in Los Angeles with a dream, a pregnant wife and $100 to his name, he’s a perfect example of a man who fought for the American dream despite disadvantages thrown his way.

Now, everyone knows his name — after years of working up the Hollywood ladder and infamously portraying Rocky and Rambo, money isn’t a problem, but fame hasn’t protected him from continuous heartbreak. Even in 2016, the hits keep on coming.

Here are some of the most painful punches life’s handed Sylvester Stallone.


Stallone immediately started life at a disadvantage; while being born, a medical intern tried to use forceps to drag him out of the womb by his face but severed facial nerves in Sly’s lips and one of his eyelids in the process. The accident left Stallone with his “snarled” (as people refer to it) appearance and slurred speech.

1946 – 1964

Sylvester Stallone young years
Image: Sylvester Stallone/Instagram

While Rocky Stallone hasn’t written a memoir of his life, some facts surrounding his tumultuous childhood can be found on the web. Growing up in a hostile environment with feuding parents, Stallone and his brother Frank spent some of their early years in foster care. His parents divorced in 1957, but Stallone continued to struggle emotionally and academically, getting expelled from 14 different Catholic schools, allegedly for fighting, arson and stealing nuns’ crucifixes.


Stallone was evicted from his home in New York and found himself living on the streets — sleeping in the Port Authority Bus Terminal in New York City for a short time. To make a few bucks ($200 per day, to be exact), Stallone acted in a soft-core porn, claiming “it was either do that movie or rob someone because [he] was at the end — the very end — of [his] rope.”

More: Celebrity sex tapes list — because you know you’re curious enough to look


Stallone and his first wife Sasha Czack’s youngest son Seargeon was diagnosed with autism, and according to Czack, they both broke down. While they ignored advice to put Seargeon in an institution, Stallone’s relationship with his son was strained. He told People magazine, “There is no real father-and-son thing there… I have to become his playmate. With a child like this, you have to put your ego away.” His work kept him away and his wife picked up the slack, but Stallone tried to help by giving money to research and hosting fundraisers at his movie premieres.


Sylvester Stalone & Sasha Czack
Image: Foto International/Getty Images

After 10 years of marriage, Stallone and his first wife, Sasha Czack, filed for divorce. According to People magazine, Stallone’s work and Czack’s battle with their son’s autism caused them to grow apart. Discussing the failed marriage, Stallone said the discovery of their son’s autism was a turning point, saying “[Czack’s] dreams and aspirations have been rechanneled into dedicated research. She is a driven person in that area. All of her priorities are geared toward finding a cure. There is no fun in the future that way.”

More: Donald Trump claims he has the ‘cure’ for autism during Republican debate


Stallone was allegedly blackmailed by his half-sister Toni Ann Filiti, who accused him of abuse. According to Stallone’s mother, the accusations were false (she said Filiti was addicted to drugs and this was her attempt at a “shakeout”) but his lawyers advised him to give Filiti money to keep her quiet and avoid a scandal — so he paid her $2 million up front and $16,000 each month after that.


On Aug. 27, Stallone’s third wife Jennifer Flavin gave birth to their first daughter Sophia Rose, but just two short months after welcoming her into the world, Sophia underwent open-heart surgery to repair a hole in her heart. She had been born with cardiac malformation — a rare but curable defect — that created an “opening in the wall between the left and right sides of the heart, allowing blood to flow between the chambers.” Luckily, the surgery was successful and Sophia didn’t experience problems until her teen years.


Sylvester & Sage Stallone
Image: SGranitz/Getty Images

2012 proved to be the toughest year for Stallone.

On July 13, a housekeeper found his first son Sage dead at the age of 36 in his Los Angeles home. Coroners ruled the cause of death was atherosclerosis — a disease that causes plaque buildup in your arteries — which led Sage to have a heart attack.

Just six weeks later on Aug. 26, Stallone’s 48-year-old half-sister Toni Ann Filiti died of lung cancer. Upon learning of her death, Stallone told his mother he couldn’t handle anymore pain, but promised he’d be there for his half-sister’s son.

As if 2012 hadn’t packed enough punches, Stallone’s daughter Sophia — now 16-years-old — underwent another open-heart surgery eight days before Christmas to repair a heart valve problem. Stallone’s wife Jennifer Flavin spoke out prior to the surgery, saying, “This is a terrible year, a horrible year for him. Sylvester is devastated, but he refuses to talk about his son.”

More: Mia Farrow’s son Thaddeus is the third of her adopted children to die young


After searching for his missing family dog, Phoebe, and offering $10,000 for her safe return, the Stallone family found their pet dead on the their property after a coyote attack. Stallone’s rep said Phoebe’s death was very hard on the family.


News broke yesterday that Stallone’s 19-year-old half-brother was brutally attacked by two men in Tallahassee, Florida, and is lucky to be alive. He suffered a shattered jaw and split palate, and while his family is glad he survived, they’re stunned by the random act of violence. Stallone spoke to TMZ about his shock, saying, “This is a wonderful young man, a straight-A student who would not cause any trouble. It’s just so tragic and terribly sad.”

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