7 Best Movies to Watch by Timothy Simons

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1. Veep, 2019

There is a very good case to be made for Veep being, pound-for-pound, the best American comedy to air on TV. Because while many other workplace sitcoms comment also comment on current events and satirize bureaucratic processes, no other show has committed this deeply to the inherent corruption and stupidity of every single one of its major characters. Selina Meyer and her staff are either so evil or so incompetent that they circle around to being irresistibly fun to watch and hilarious in all their own unique ways—which the series' writers expertly wrangle together in each script. And with much of the show's humor being built on creative, devastating insults, Veep also possesses a truly vicious edge that make it more challenging than its contemporaries.

But one shouldn't forget that the series also tells a compelling story of how soulless a nation's leaders can be, putting a magnifying class to every little political decision made in the name of saving face or pushing forward some other unrelated agenda. It's surprisingly insightful for something that seems so crass. And as Selina Meyer herself, Julia Louis-Dreyfus (surrounded by a brilliant, dynamic cast) turns in one of the greatest comedic performances on TV as a pathetic vice president who can't help but let the monstrous side of herself win every time.

Genre: Comedy

Actor: Anna Chlumsky, Clea DuVall, Gary Cole, Julia Louis-Dreyfus, Kevin Dunn, Matt Walsh, Reid Scott, Sam Richardson, Sarah Sutherland, Timothy Simons, Tony Hale

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2. Looking for Alaska, 2019

Unlike other adaptations of young adult novels that get caught up in overly romanticized teenage angst, the eight-episode Hulu version of John Green's Looking for Alaska is far more self-aware about its own precocious characters. Because no matter how much earnest faux-wisdom they spout, all their intelligence still hits a brick wall when faced with unanswerable questions of grief, guilt, and what it means to truly love another person. It's as funny as it is devastating, with genuinely moving emotional payoffs that are more than worth the wait, thanks to a uniformly brilliant cast that includes Charlie Plummer, Kristine Froseth, and Denny Love.

Genre: Drama, Romance

Actor: Abbie Gayle, Andrea Andrade, Charlie Plummer, Deneen Tyler, Henry Zaga, Jared Bankens, Jay Lee, Joe Chrest, Kristine Froseth, Landry Bender, Lucy Faust, Maureen Brennan, Megan Elizabeth Wright, Rachel Matthews, Ron Cephas Jones, Sofia Vassilieva, Timothy Simons, Uriah Shelton

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3. Shortcomings, 2023

It’s always tricky translating literature to screen. In Shortcomings’ case, it struggles to make its Berkeley and New York settings appear more lived-in than just a few postcard-like frames. You could also tell that the conversations it stirs up about things like representation and mixed-race relationships began in the early aughts, when the novel it was adapted from was first released. But those lapses are small and forgivable in the face of a lovely ensemble cast and a whipsmart script.
It also takes a special kind of skill to make a character as fiercely unlikeable as Ben (Min) watchable, to hold up a mirror to the audience and make them stay. Thankfully, it's a skill that Tomine and first-time director Randall Park display with such grace. Ben, Alice (Sherry Cola), and Miko (Ally Maki) are flawed and often pathetic, but they’re also honest reflections of who we become when the demands of self-preservation and romantic openness clash. It’s a little unnerving to hear them verbalize what we've always feared about ourselves, but it’s also exhilarating, not to mention comforting, knowing that we're not alone in feeling this way. Shortcomings works because it doesn't confine itself to genre: it's a character study first, and a romantic comedy second.Genre: Comedy, Drama, Romance
Actor: Adam Enright, Adrian Tomine, Ally Maki, Boran Anh, Debby Ryan, George Deihl Jr., Jacob Batalon, Jess Nahikian, Justin H. Min, Melanie J. Newby, Mike Cabellon, Nikhaar Kishnani, Randall Park, Ronny Chieng, Scott Seiss, Sheldon Best, Sherry Cola, Sonoya Mizuno, Stephanie Hsu, Tavi Gevinson, Theo Iyer, Timothy Simons
Director: Randall Park
Rating: R

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4. Joy Ride, 2023

True to its name, Joy Ride is a raucous delight that has everything you want out of a road trip comedy and more. There’s love, sex, adventure, and even music, but most of all there’s friendship, the interesting complexities of which are explored against the backdrop of race. There’s something meaningful keeping everything together at the core, and first-time director Adele Lim—helped by a strong script and cast—does an excellent job of holding it down. The film is also just plain funny. There are physical gags and of-the-moment jokes, plus a couple of insider quips made for and by the Asian community. But apart from the hilarity and tenderness, the film also delivers in the visual department: it looks gorgeous, not only because the characters are tourists who embark on a jet-setting adventure, but because of the inspired animation and vibrant editing.

Genre: Comedy

Actor: Alexander Hodge, Annie Mumolo, Ashley Park, Baron Davis, Chris Pang, Daniel Dae Kim, David Denman, Debbie Fan, Desmond Chiam, Isla Rose Hall, Kenneth Liu, Lori Tan Chinn, Meredith Hagner, Michelle Choi-Lee, Ronny Chieng, Sabrina Wu, Sherry Cola, Stephanie Hsu, Timothy Simons

Director: Adele Lim

Rating: R

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5. Inside Job, 2021

What if the Deep State was real and every conspiracy theory you laughed off was true? There is such a thing as Area 51, John F. Kennedy was killed by the CIA, and somewhere out there, Tupac Shakur is still alive. If you added even more ridiculous theories like reptile people existing underground and Avril Lavigne being a clone, then you'd have Inside Job, a bonkers adult animated sitcom that hails from some of the people behind Gravity Falls and Bojack Horseman.

Inside Job is crazy and creative, with each episode delving into a different "theory," but it also has room for character introspection and development. Lizzy Caplan lends her voice to the lead Reagan Ridley, a scientist and manager who is ambitious but difficult, genius but always tired. The show does well to show her and her team's growth in a show otherwise jam-packed with (admittedly hilarious) insanity.

Genre: Animation, Comedy, Science Fiction

Actor: Andrew Daly, Andy Daly, Bobby Lee, Brett Gelman, Chris Diamantopoulos, Christian Slater, Clark Duke, John DiMaggio, Lizzy Caplan, Suzy Nakamura, Timothy Simons, Tisha Campbell, Tisha Campbell-Martin

Director: Shion Takeuchi

Rating: TV-14

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6. Christine, 2016

Christine is about Christine Chubbuck, an awkward and complex reporter who was the first person ever to commit suicide on live TV.

Rebecca Hall is terrific as Chubbuck and goes to great lengths to communicate the personality of her subject matter. The movie might seem slow at times, and her acting off, but it’ll all make sense once she immerses you in the complex reality of the character.

An interesting story and an incredible performance.

Genre: Drama

Actor: Alexandra Paul, Angela Ray, Anissa Matlock, Anthony Triceri, Antonio Campos, Carl Palmer, David Alexander, Hannah Black, Ian Covell, J. Smith-Cameron, Jayson Warner Smith, John Cullum, John Newberg, John Stockwell, Keith Gordon, Kim Shaw, Kimberley Drummond, Lindsay Ayliffe, Maria Dizzia, Masey McLain, Meghan Strange, Michael C. Hall, Morgan Spector, Rachel Hendrix, Rebecca Hall, Rebecca Koon, Ritchie Montgomery, Robert Prosky, Stacy Hall, Susan Pourfar, Susie Spear Purcell, Timothy Simons, Tracy Letts, Wayne Hughes

Director: Antonio Campos, John Carpenter

Rating: R

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7. Candy Cane Lane, 2023

Proof that even the most tired tropes (which the holiday genre is arguably entirely made up of at this point) can still be warm and enjoyable with above-average craft and a fun cast, Candy Cane Lane avoids the monotony that tends to plague other Christmas movies. Which isn't to say that the film is a new classic—it still concludes too easily and doesn't give its more emotional side the space to breathe. But with an entertaining fantasy premise (specifically, a sort of scavenger hunt based on The Twelve Days of Christmas) bolstered by strong visual effects and supporting actors who have been given free rein to improvise, the movie stays dynamic and lightly humorous, if a little lacking in substance.

Genre: Comedy, Family, Fantasy

Actor: Aidan Kennedy, Ali Astin, Amanda Schoonover, Amy Johnston, Anjelah Johnson-Reyes, Catherine Dent, Chris Redd, D.C. Young Fly, Danielle Pinnock, David Alan Grier, Eddie Murphy, Genneya Walton, Iman Benson, James DuMont, Jenly Crespo, Jillian Bell, Kelly Younger, Ken Marino, Kevin Olusola, Kimberly Christian, Kirstin Maldonado, Lombardo Boyar, Madison Thomas, Matthew Sallee, Mitch Grassi, Nick Offerman, Preston Galli, Reginald Hudlin, Riki Lindhome, Robin Thede, Scott Hoying, Stephen Tobolowsky, Tallie Brinson, Thaddeus J. Mixson, Tiago Roberts, Timothy Simons, Tracee Ellis Ross, Trevante Rhodes

Director: Reginald Hudlin

Rating: PG

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