Thereâs a sequence in Igby Goes Down where the titular hero, played with seemingly effortless charm and panache by Kieran Culkin, struts down a Manhattan sidewalk in slow-mo like a miniature master of the universe. His floppy hair dances in the wind, and his uniformâprep school blazer, slacks, tie, knit rugby scarf, shit-eating grinâscreams entitled insouciance. Igby was the Holden Caulfield of Generation Y; a sardonic slacker who sends his undercooked privilege back to the chef with both middle fingers held high. And his zesty turn saw Culkin emerge from beneath older brother Macaulayâs imposing cloak of fame, earning a Golden Globe nod for his performance. He was destined for stardom.
And then he disappeared.
Twelve years later, Iâm loitering outside the stage door of Broadwayâs Cort Theatre, where Culkin is starring in Anna D. Shapiroâs revival of Kenneth Lonerganâs celebrated coming-of-age tale This Is Our Youth. He plays Dennis Ziegler, a wiseass 20-year-old in Reagan Era New York who gets his jollies slinging weed and berating his considerably meeker pal, Warren Straub (Michael Cera). Though his artist-father subsidizes his life, Dennis thinks heâs got it all figured out. But heâs in for a rude awakening in the form of Warren, whoâs got a bag filled with $15,000 in cash he lifted from his mob-connected Dad and a big olâ crush on teen fashion student Jessica (Tavi Gevinson).
While much of the attention has been showered on Cera, who was introduced to the play by Culkin while filming Scott Pilgrim, itâs Culkin that steals the show with his whirling dervish of a performance, conveying the myriad frustrations of this iridescent adolescent.
He appears, ambling down the city sidewalk with a similar spring in his stepâonly this time, heâs sporting a t-shirt and jeans, as well as a purple headband holding back his mane. In his left hand, heâs clenching one of those black-gold striped plastic bags found at liquor stores. We say our hellos, and he guides me backstage, up three flights of stairs, and into his dressing room.
Once inside, he removes a cup of broccoli-cheddar soup from his bag and goes to heat it up. While he does, my eyes caress the strange pop culture tapestry on display. The first thing you notice is the five half-consumed bottles of top-notch single malt Scotch on an elevated shelfâMacallan, Balvenie, and his personal favorite: Lagavulin. Then thereâs a bookcase filled with about a hundred miniature Marvel superhero figurinesâexcept for the top-right shelf, he notes, which is all Mortal Kombat characters.
âThat was my shit,â he says, motioning to the Mortal Kombat childhood relics. âPeople would get so pissed off at me because thereâd be a line of people at the arcade behind this one guy whoopinâ everyone, and Iâd come upâthis little 9-year-old kidâand totally kick his ass.â
After discussing the lost art of the Babality, I joke that his character in Sheâs All That was also obsessed with video gamesâSega Genesis, in particular.
âI forgot about that!â he says with a chuckle. âItâs one of those movies that always seems to be onâand I only know that because friends are always telling me, and then theyâll ask, âWhy did you have hearing aids?â and Iâll be like, âI donât fucking know!ââ
Speaking of Sheâs All That, my eyes then train on a glamour shot of that filmâs star, Freddie Prinze Jr., thatâs pinned to Culkinâs dressing room mirror. âThanks for all the prison mail,â it says scribbled in black marker. âTo my # 1 fan,â followed by the actorâs signature. The genial Culkin cracks up, before explaining that, after he made his theater debut on the West End in a 2002 revival of This Is Our Youth (playing Warren, opposite Colin Hanks and Alison Lohman), Prinze Jr. was in the cast that succeeded his, and left it in his dressing room as a mock-gift after paying him a visit one day.

You might say Culkin is a bit obsessed with Lonerganâs play, having performed it in London in 2002, in Sydney in 2012, and in Chicago earlier this year to prep for the Great White Way. Despite growing up on the Upper East Side of Manhattan and attending the child star-training institution PCS (Professional Childrenâs School), thatâs churned out the likes of Christopher Walken, Uma Thurman, Sarah Jessica Parker, and Culkinâs classmate/pal Scarlett Johansson, he says itâs not really reflective of his childhood.
âThis wasnât really my upbringing, exactly,â says Culkin. âFor 12 years, I wasnât able to articulate what I loved about the play. It was just a feelingâthe same way you fall in love with somebody. But this go-around, and hearing everyone discuss it, Iâve been able to flesh it out. Itâs about that particular time in life where your childhood is clearly behind you and adulthood is the next step; where youâre stuck in that murky in-between.â
Many young actors have made their theatrical debut in Lonerganâs play, from Mark Ruffalo (in the original 1996 Off-Broadway version) to Matt Damon to Jake Gyllenhaal. Iâm curious if it has to do with actors missing out on âthat murky in-betweenâ period of not being sure what profession theyâd like to pursue, or evenâin his caseâtheir childhood.
He pauses. âI donât think my childhood was that unusual, or that I missed out on my childhood,â says Culkin matter-of-factly. âAnd when a young person decides they want to be an actor, theyâre basically saying, âIâve decided that I want to be stressed out and pretty much have no guarantee that Iâm going to have any job ever and that Iâm probably going to be poor and eventually have to throw my hands up and go, fuck it, I guess Iâm going to have to try something else. Iâm 32 years old and I have no skills.â
Culkin, who is 32, is clearly talking about himself. I ask him why he thinks he has no skills.
âI donât know how to type!â he says with an exasperated chuckle. âI canât fuckinâ write. Iâm not big enough to work construction. I wouldnât be good at any other profession. Iâve thought about it a lot. I often think about getting out of this job, but Iâm terrified that thereâs nothing else.â
But it seems like youâre having so much fun out there on stage, I say.
âOnce we opened, and after all the boring prep work was done, and we were able to run the play, itâs been really fulfilling,â he says. âIt sounds stupid because itâs only three hours a day, but it seems to consume all that you do. I do the play, hang out with the wife for a few hours, and then Iâm up all night wired after we run the play. But itâs all so fuckinâ worth it because Iâm having a great time on stage. But the pursuit of work? I donât have that thing in me.â
Which brings us to Igby Goes Down. After wrapping his 8-week run on the London stage in Jan. 2003, his manager convinced him to do 10 days of whirlwind press to campaign for a Golden Globe nod.
âIt was really all her,â he says. âBut sometimes, Iâd show up to a movie premiere or something and think, âWhat the hell am I doing here?ââ After successfully securing the Globe nomination and attending the ceremony, Culkin experienced a quarter-life crisis of sorts.
âAll of a sudden, after that movie, there were what I guess people would call âopportunities,â and I was signing on to a bunch of things I wasnât sure of, and I found myself at the age of 20 with a career when Iâd never once made a decision of what I wanted to do with my life,â he says. âIâd been doing this since the age of 2, then at 6 [as the bed-wetter, Fuller, in Home Alone], and then doing it in between school, and suddenly Iâm here going, âHold on.ââ He takes a long pause. âThere were three movies I was supposed to do and I just pulled out of all of them at once. It was February, and I told my manager, âNo movies⌠just donât call me until the summer. I really need time, I havenât decided if I want to do this.â And 12 years later, I still donât know. I just get psyched for specific jobs.â

It would be seven years until he made his next onscreen appearance in 2009âs Lymelife. He was intrigued by the prospect of playing against his younger brother, Rory, who he claims may just be the most talented Culkin acting-wise.
âI was looking forward to the idea of acting with Rory because itâs the most trying thing,â he says. âHeâs so brilliant, and Iâll look at him and get self-conscious and think, âOh, he knows Iâm full of shit.â So my bullshit meter was on full blast, and it was terrifying.â
At this point, Culkin breaks out a bottle of his favorite stuffâthe 16-year-old Lagavulin single malt Scotch.
âI canât have you leave here without trying this,â he says, and pours me a little glass.
Iâm still confused about his self-imposed post-Igby hiatus, so I ask him if, because of what he witnessed happen to his older brother Macaulayâthe bullying and acrimonious split from his actor-father, Kit, and the lawsuit against him to protect his acting fortuneâhe has a built-in gag-reflex towards fame.
âI think if anybody saw real fame first or secondhand, they would not want to pursue it at all,â says a somber Culkin. âIt is not attractive.â
In addition to the play, after splitting with actress Emma Stone in 2011, Culkin got married last year to Jazz Charton, a foley artist, and seems quite content in his personal life.
âMaybe this is because itâs just been over a year, but itâs fuckinâ amazing,â he says, beaming. âItâs way more beautiful than I thought it would be.â
Professionally, however, things remain pretty up in the air. He jokes that if he could exclusively work with his pals Lonergan and Cera, heâd âbe set for life,â and that he and Cera have discussed doing another play together sometime in the near future. But for now, heâs relishing his time performing his favorite play on Broadway.
âThis isnât just a career goal, this is a life goal,â he says. âAfter this, everything is gravy. Maybe Iâll pursue more work after this, but I just donât know.â
As I leave, I mention in parting how Culkin deserves some serious Tony Awards consideration for his performance. As I walk down the stairs, thereâs a shuffling sound, and I turn to see Culkin pop his head out of the dressing room with a huge smile plastered across his face.
âMaybe Iâll see you on the awards circuit?!â he exclaims, barely containing his laughter.