“He has gone through so much tragedy,” Culkin’s partner, actor Brenda Song, toldEsquire.

To find out more, read on for a look at some tragic details about Macaulay Culkin.

Brentrup, while raising all those kids, held down an evening job at a telephone answering service.

Macualay Culkin smiling at Hollywood Walk of Fame ceremony

“They raised seven kids in that apartment for years!”

“They just kept bringing babies home to this little space.”

“He was a bad man.

Macaulay Culkin in the 1990s

Everything he tried to do in life, I excelled at before I was 10 years old.”

The breakup led to a bitter court battle over custody of their minor children, which included him.

During the trial, he learned how much money he’d actually earned.

Macaulay Culkin with father Kit Culkin

“It’s always misconstrued, that I ‘emancipated’ myself from my parents,” Culkin told Esquire.

Every time he goes out in public, he toldVulture, he can feel people’s eyes on him.

As a result, he’s become something of a night owl.

Macaulay Culkin at movie premiere

This led him to believe that perhaps he simply wasn’t that well-known in France.

“I was like, ‘Where have you people been my entire life?'”

As Culkin toldThe Guardianin 2016, he finds the whole thing to be more than a little puzzling.

Macaulay Culkin  standing on the street

Then people with cameraphones get involved.

I don’t think I’m worthy of that."

He desperately wanted to take some time off.

Teenage Macaulay Culkin in NC

“I just wanted a little bit of a break.

I wanted a summer vacation for the first time in, you know, forever,” Culkin toldTime.

“And I was at this point where I really wanted to take a break …

Rachel Miner and Macaulay Culkin smiling

I always joke, ‘Yeah, I retired at 14.'”

he told New York Magazine.

She agreed, and in 1998 the two tied the knot when they were both just 17.

Mila Kunis and Macaulay Culkin posing

It didn’t take long for the marriage to unravel, and in 2000 they separated.

They subsequentlygot a divorce, which was finalized in 2002.

“But it was a crazy time, and they just did it.”

Macaulay Culkin’s mugshot

“You never want something like that to happen,” he said.

“And of course when we got married we thought we’d be together forever.”

They began dating when they were in their early 20s.

Macaulay Culkin with long hair

We grew up together."

At that time, she also confessed it hadn’t always been smooth sailing.

“We have our ups and downs,” Kunis admitted, “but work through them.”

Macaulay Culkin walking at fashion show

In 2011,Page Sixreported that they’d broken up.

Describing their split as “a horrible, horrible breakup.”

She added: “I f***ed up.

Macaulay Culkin performing with Pizza Underground

He was subsequently released on $4,000 bail.

Culkin pled guilty to both charges.

He was also ordered to cough up a $540 fine.

Macaulay Culkin smiling on red carpet

In response, Culkin’s rep issued a statement toE!

Years later, Culkin dismissed the tabloid rumors.

“At the same time, I’ve never been to rehab or anything like that.

I’ve never had to clean out that way.”

Just a year older than the “Home Alone” star, she died shortly after the accident.

Speaking with Esquire more than a decade later, Culkin reflected on the tragic loss.

“She passed away 11 years ago tomorrow,” he said.

Their final conversation was a poignant one.

“She said, ‘I want you to stay focused and enthused.’

I was like, ‘Thanks.

Go to sleep.’

Her death affected all the Culkin siblings in very profound ways.

“Each one of us handled it very differently.

I think everyone was just torn up inside.”

In tribute to his late sister, Culkin and partnerBrenda Songnamed their first child Dakota.

Despite the silliness of the concept, Culkin apparently took The Pizza Underground seriously.

I’d rather drink them!”

That did not result in less beer thrown, however.

After performing for all of 15 minutes, Culkin decided he’d had enough, and left the stage.

Soon after that debacle, The Pizza Underground canceled the rest of its U.K. dates.

Culkin, however, reportedly rebuffed that overture and refused to let his dad anywhere near his son.