The Only Living Pickpocket in New York (2026)

Modern life is increasingly difficult for Harry Lehman (John Turturro), whose lifelong pickpocketing career doesn’t yield the same profits it used to in the present year of 2026, where everyone’s money is digital and their consumer electronics are easily trackable and difficult to fleece. Estranged from his daughter Kelly (Tatiana Maslany), he spends his days on the streets and in the subways trying to get together enough money to cover medical expenses for his comatose second wife, Rose. When he manages to lift a set of keys off of a young punk named Dylan (Will Price, who plays Tim Robinson’s son on The Chair Company) driving a classic car, he empties out a duffel with some cash and a USB drive, which he recognizes as a computer gadget but doesn’t know anything else about. When his regular fence Ben (Steve Buscemi) plugs it into the pawn shop’s computer, neither of the old men understand that they’ve managed to tip off the drive’s owner to their location or that they’ve got their hands on a crypto wallet worth close to a million dollars. By the time Dylan shows up to Ben’s shop and ransacks it looking for the crypto drive, it’s already been hawked to Ben’s counterpart in Chinatown, forcing Harry to go on a trek to get it back before Dylan, who turns out to be the scion of a mafia family, kills Rose.

The Only Living Pickpocket in New York is an elegy for a lost era and a lost city, which it telegraphs from its opening moments, set to LCD Soundsystem’s “New York, I Love You but You’re Bringing Me Down.” It also feels as if it’s drawing inspiration from the 1974 film Harry and Tonto (down to the main character’s name), which was also about a New Yorker experiencing late in life alienation from the city that had been his home for his entire life, and whose situation leads him to a single, meaningful encounter with his estranged daughter. While Art Carney’s Harry goes on an emotionally uplifting journey where we join him in finding a place in a changing world, Pickpocket is a much more bittersweet narrative, as we know from the moment that Ben reveals that Dylan’s family is connected to organized crime that Turturro’s Harry’s days are numbered. Everywhere he goes, Harry Lehman encounters others of his generation who are unable to keep up with the times. His friendly-but-antagonistic relationship with soon-to-retire detective Allen Warren (Giancarlo Esposito) is marked by a mutual respect, but Warren has also been relegated to a basement desk because he “can’t be retrained” for cybercrime; Ben is useless with computers and requires assistance from his granddaughter Eve (Victoria Moroles) for anything more advanced than checking his emails; the crime boss who is Dylan’s grandmother (Jamie Lee Curtis) expresses the same hesitancy about crypto currency as Harry does for cell phones, and is ultimately right to be concerned. The world of crime that they all know and can contemplate, theft on a scale from petty to grand, no longer exists.

The key difference between Dylan and Harry is that for the former, crime is a business. At one point, Dylan complains that his family doesn’t respect that he’s trying to bring them into the twenty-first century by lamenting that they can’t send him off to an Ivy League school and then get annoyed that he’s committed to “first concepts.” For the latter, crime is a way of life. Harry doesn’t moralize his way of “earning” a living, he just does the only thing that he knows how to do, acting as part of a larger economic ecosystem. Dylan is established early on as a fad chaser, as he orders a drink because he was inspired by an influencer and ends up hating it. As the bartender says, nine thousand likes on the video he saw does not translate to nine thousand people trying the drink. This scene also establishes something important about how the two men approach their business; Dylan is loud, flashy, and trendy, and only gets away with what he does because of his family connections, while Harry’s entire mode of being revolves around being unnoticed, quiet, and unassuming, and his line of work ultimately cost him his family. Neither is a particularly good way to live, but it ends up proving easier for an old dog to learn a couple of new tricks than it is for a young buck to learn not to run his mouth; if Dylan hadn’t been so concerned with showing off his smart watch and all of its features to Harry, then Harry would never have had the small victory that he does in the end. Although this could lead to the film feeling too reactionary in a “it’s the children who are wrong” way, the narrative smartly balances Dylan’s arrogance by including both Ben’s aforementioned granddaughter and a young pickpocket that Harry catches in the middle of a lift and briefly mentors.

Turturro is quite good here, although this is such an undemanding role that an actor of his talent could sleepwalk through it (which Curtis does in her single scene). The film goes out of its way to show you that Harry is very talented at what he does. Lock-picking, palm-greasing, and wallet-lifting come to him as easily as breathing; it’s just that those skills aren’t relevant in a more modern world. As such, the film also feels like a comment on the decline of the power of labor in the modern age. Turturro is fun even if he’s not being challenged as an artist, and he and Buscemi have an easy natural chemistry that ensure the film is worth checking out just to see the two of them spend some time together, if nothing else. If one had to choose between Buscemi’s performances in Wild Horse Nine and Pickpocket, his nomination for best supporting actor should be for this one. I’ll admit to some bias because I adore her, but Maslany is the real standout for me here. She fulfills the same role that Ellen Burstyn did in Harry and Tonto as the daughter that our main character has let down too many times. The dialogue is rote and a little trite—”I go to a real job [for my family],” “My family doesn’t get bologna sandwiches from a food bank while I’m waiting for a bond ticket,” etc.—but Maslany is magnificent and wrings pathos from the tired tropes anyway because she’s just that good.

Carefully riding the line between conservative movies that your dad would like because old salts get the upper hand over young upstarts and a lo-fi heist picture, this is one to check out, although it’s not going to be one that you need to rush out to theaters to see on the big screen.

-Mark “Boomer” Redmond

Plan B (2021)

I’ve been a huge fan of Natalie Morales for a very, very long time. In fact, I just got the Middleman DVD box set for Christmas and am doling out episodes to myself at a slow rewatch pace like a post-holiday Advent calendar, after my last rewatch of gray market .avi files that are still watermarked with the ABC Family branding. I heard about the then-unfilmed Plan B, Morales’s directorial debut, sometime back and then don’t remember ever hearing anything else about it until it premiered on Hulu. There’s a distinct style to her comedic delivery and timing that I have always loved, and it’s present in her other non-Wendy Watson roles with which we have been graced over the years; it’s also present here, in an esoteric spiritual way and in the way that her voice comes through so clearly in the cadence of her characters’ dialogue. 

Lupe (Victoria Moroles) and Sunny (Kuhoo Verma) are best friends. Both have single parents: Sunny is an only child being raised by her mother, Rosie (Jolly Abraham), a driven real estate agent with high expectations for Sunny’s academic performance; Lupe has younger brothers, and her mother passed away some time ago, pushing her minister father (Jacob Vargas) towards overprotection, against which she bristles. Sunny’s crushing on Hunter (Michael Provost), a sensitive boy whose signature pairing of cardigan and P.E. uniform revs her engine, and she’s egged on by the ostensibly more sexually experienced Lupe. When Rosie leaves for an out-of-state realty conference, Lupe convinces Sunny to throw a house party in order to spend time with Hunter, but when he leaves with another girl, Sunny ends up having (brief and unsatisfying) sex with a different classmate, the zealously Christian dweeb Kyle (Mason Cook). 

The next morning, she realizes that despite her best efforts to use protection, she may be amongst the minute percentage for whom condoms are ineffective. This kicks off a series of events in which the girls try to obtain the titular pharmaceutical, during the course of which they run afoul of a pharmacist (Jay Chandrasekhar) who invokes the state’s laws allowing for those of his profession to withhold medication based on “moral” objections, a gas station attendant (Edi Patterson, of The Righteous Gemstones) with her own issues, and a supposedly teenaged drug dealer (the 31-year-old Moses Storm) whose apparent age is the result of never drinking water. En route to the closest Planned Parenthood, a several-hour car ride that turns into an overnight coming-of-age road comedy, Sunny has an unexpected encounter with Hunter, and Lupe finally meets her oft-mentioned off screen love interest, Logan, for the first time in person; both we and Sunny learn that Logan (Myha’la Herrold) is actually a woman. With the ticking clock to get both the Plan B pill before it starts to lose its efficacy, and for the girls to get home before Sunny’s mom gets back from her conference, one never forgets that stakes, regardless of how many peals of laughter are experienced between delays. 

There’s a great scene early on in which we get a one-scene performance from Rachel Dratch as Ms. Flaucher, the characters’ sex ed teacher. Just like I did, they’re getting an abstinence-only curriculum in which premarital sex is given an elaborate metaphor. You know the one; in his late-2019 stand-up special, Jaboukie Young-White talked about his Catholic upbringing in which the sinfulness of the Marital Act outside of the Marriage Bed was demonstrated by having everyone spit in a cup and challenging the last person to drink it. My school also had the one with the Scotch tape, in which once you put it on someone’s shirt, then someone else’s, then a third person’s, the tape lost adhesiveness, to show how we could never really properly bond to our future spouses if we allowed ourselves to be sullied by physical encounters in which loose threads were exchanged, if you follow. The September 2019 installment of Into the Dark, entitled Pure, took place at a purity retreat; during the scene in which the event’s spiritual leader asked for a piece of gum and started chewing it, I told my then-roommate that this was about to become a metaphor for how “gross” and “used” people were, and he couldn’t believe that this prediction came true. At least I am too old to have been subjected to Christian trap music, which plays a role here in Plan B. 

On the VHS tape (ha!) shown to Lupe and Sunny’s class, a woman’s virginity (and it’s specifically a woman’s in this case, which is discussed) is presented as a much-abused car, which her husband refuses to ride in. There’s something essential about comedy that requires it to be knowing, and that’s what elevates Plan B. It’s not just funny, it’s funny in a very intimate way, which matches the subject matter, appropriately interspersed with emotional reminders of the potency of teenage emotion. Sometimes, no matter how adult you think you are and attempt to take care of your problems, you’re still a child and you need an adult, and it’s ok to acknowledge that. That emotional honesty plays out in its demonstration of young love, and how it can be sweet and still a little embarrassing. And it does it all with humor that verges-upon-but-does-not-quite-become gross-out comedy, vignetted character portraits of outlandish but somehow instantly familiar personalities, and the warmth of basking in the effortless conversational volley between two best friends who know each other better than anyone else in the world. There are a few missteps; I personally can’t stand a late-film friendship-threatening argument, and although this one is blissfully short and quickly reversed, that really underscores how unnecessary it is. But I’m not here to get bogged down in those details, and neither should you be. This one’s a lot of fun.

-Mark “Boomer” Redmond