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Award-winning radio personality, podcaster, and SNL fanatic/historian NICK DIGILIO hosts this weekly deep dive into the world of the granddaddy of all sketch-comedy shows. Nick, a Second City grad and veteran of Chicago comedy and theater, has watched every single episode of SNL since George Carlin hosted the premiere on October 11th, 1975. Consisting of new and old episode analysis; SNL-relates guests; historical impact; and even entire episodes dedicated completely to just one sketch…this ...
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A listener request from subscriber Pete (thanks, Pete!) inspires this deep dive into the unsung talents of Saturday Night Live — the one-season wonders who never moved beyond Featured Player status. Nick revisits seven cast members whose brief stints left lasting impressions for very different reasons. Some, like Lauren Holt, John Milhiser, and Emi…
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Nick spotlights five of the greatest impressionists in Saturday Night Live history — Dana Carvey, Chloe Fineman, Darrell Hammond, Bill Hader, and Melissa Villaseñor. Each performer brought a unique brilliance to the art of mimicry, shaping decades of the show’s comedy legacy. From Carvey’s classic takes on George Bush and Johnny Carson to Hammond’s…
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Nick revisits one of the most uneven and troubled years in Saturday Night Live history — Season 23. On paper, it should have been great: a powerhouse cast featuring Will Ferrell, Jim Breuer, Chris Kattan, Molly Shannon, Cheri Oteri, and Tim Meadows, plus the first season with Tina Fey on the writing staff. But instead, the year was marred by misfir…
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Nick takes a deep dive into one of the most important turning points in Saturday Night Live history — Season 12. After the chaotic collapse of Season 11, Lorne Michaels returned, cleaned house, and rebuilt the show from the ground up. The result was a brilliant reinvention that launched a new era of comedy greatness. This season introduced future l…
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Nick takes a look back at Saturday Night Live Season 37, a strong and steady run marked by some unforgettable first-time hosts who went on to iconic status, including Melissa McCarthy, Maya Rudolph, and Mick Jagger. It was also a season of change, as Kristen Wiig and Andy Samberg said their goodbyes, and John Mulaney stepped into his first year as …
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Nick dives into the long tradition of breaking on Saturday Night Live—those unexpected moments when cast members or hosts crack up mid-sketch and the fourth wall comes tumbling down. While frowned upon in the show’s earliest years, breaking eventually became part of the fun, and no one was guiltier of it than Jimmy Fallon and Horatio Sanz. This epi…
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Nick revisits one of the most notorious episodes in Saturday Night Live history, when Frank Zappa hosted during Season 4. The night has gone down as one of the worst ever, thanks largely to Zappa’s smug, condescending approach and his open disdain for the format. From his monologue, where he flatly admitted to reading cue cards, to his constant mug…
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Nick takes a closer look at the Season 14 episode of Saturday Night Live hosted by comedy legend Leslie Nielsen. Once known for serious dramatic roles, Nielsen reinvented himself as a master of deadpan comedy in classics like Airplane!, Police Squad!, and The Naked Gun. His hosting stint on SNL proved just how sharp his comedic timing really was. F…
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Nick revisits one of Jay Pharoah’s funniest original creations from his Saturday Night Live years: Principal Daniel Frye of Booker T. Washington High School. While Pharoah is best known for his uncanny impressions of Barack Obama, Chris Rock, Denzel Washington, and more, Principal Frye proved he could also deliver side-splitting original characters…
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Rachel, a loyal listener and subscriber, asked for it, and Nick delivers: the unforgettable night Betty White hosted Saturday Night Live. On May 8, 2010, following a grassroots Facebook campaign, the comedy legend took the stage for a Mother’s Day episode that pulled in the season’s highest ratings and won her an Emmy. The show featured a reunion o…
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Nick dives into one of Saturday Night Live’s strangest recurring sketches, Jason Sudeikis’ “Maine Justice.” Set in a Bangor courtroom where everyone sounds like they’re straight out of Louisiana, the sketch features Judge Marshall T. Boudreaux (Sudeikis), with appearances alongside Jamie Foxx and Justin Timberlake. Nick plays both performances in f…
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Nick shines a spotlight on the rare group of underage performers who were tapped to host Saturday Night Live. Christina Ricci, Jennifer Love Hewitt, Sara Gilbert, Claire Danes, Miley Cyrus, the Olsen Twins, Fred Savage, and Macaulay Culkin all stepped onto the stage between the ages of 11 and 19, and their youthful energy shaped the sketches in som…
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By listener request, Nick dives deep into the bizarre and brilliant world of Colleen Rafferty, one of Kate McKinnon’s most unforgettable Saturday Night Live characters. Whether she’s being abducted by aliens, haunted by ghosts, or hurled through time, Colleen’s wildly unglamorous take on supernatural events is always hilarious—and McKinnon’s commit…
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Before the monologue, before the music, it all starts with the Cold Open. Nick looks back at the iconic opening sketch format that has kicked off nearly every Saturday Night Live since its debut. From absurd beginnings like “feeding your fingertips to the wolverines,” to sharp political parodies featuring Tina Fey as Sarah Palin, Will Ferrell’s Geo…
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Nick uncorks a deep dive into one of Saturday Night Live’s most chaotic and beloved characters: Drunk Uncle. Created by Colin Jost and Bobby Moynihan, and hilariously portrayed by Moynihan, Drunk Uncle stumbled his way through a series of gloriously incoherent rants on Weekend Update. Whether he was griping about millennials, politics, or why every…
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Nick takes a hilarious stroll through one of SNL’s most unforgettable Weekend Update staples: The Girl You Wish You Hadn’t Started a Conversation With at a Party. Brought to life by Cecily Strong, the character is a perfect storm of chaotic energy, social cluelessness, and half-formed outrage, all filtered through a haze of phone-checking and wildl…
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Nick returns to the oddball corner of Saturday Night Live with another dive into the infamous 12:50 sketches. These are the sketches that are too strange, too awkward, or too experimental to air any earlier, so they’re tucked away at the end of the show when the audience thins out and the rules seem to loosen. This collection includes appearances b…
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Nick dives into the legacy of one of SNL’s most gloriously unhinged characters—Herb Welch, the crusty, confused, and wildly inappropriate newsman brought to life by Bill Hader. Inspired by a listener’s email, this episode revisits every appearance Herb ever made, complete with microphone assaults, accidental racism, and the kind of chaotic energy o…
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Nick takes a deep dive into one of Saturday Night Live‘s most memorable pop culture moments: Billy Crystal’s portrayal of Fernando, the charmingly ridiculous send-up of Fernando Lamas. With his slick hair, oversized sunglasses, and that unforgettable line—“You look marvelous!”—Fernando became an SNL staple and a catchphrase machine that took the mi…
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Nick is joined by music and entertainment journalist Jim Ryan from Forbes.com for a lively trip through Saturday Night Live history. A lifelong fan of the show, Jim counts down his five favorite sketches of all time—starting with Tom Hanks’ iconic entry into the Five-Timers Club and ending with a brilliantly unhinged Will Ferrell as Neil Diamond in…
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Nick revisits Joan Rivers’ one and only stint as host of Saturday Night Live, a wild ride that aired in April 1983. At the time, Rivers was a comedy powerhouse—known for her sharp tongue, fearless punchlines, and an endless supply of Liz Taylor jokes. While the sketches written for her weren’t exactly Emmy material, she powered through with her tra…
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Nick dives into a BuzzFeed survey rounding up some of the most beloved Saturday Night Live sketches of all time, as voted on by fans. From outrageous characters to iconic moments, these picks span generations—and the people definitely have good taste. Highlights include Will Ferrell, Jimmy Fallon, and Sean Hayes battling fashion snobbery (and micro…
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Nick wraps up the landmark 50th season of Saturday Night Live with a deep dive into the year’s biggest moments—onstage and off. From the premiere to the finale, he revisits the standout sketches, hosts, musical guests, surprise cameos, and the behind-the-scenes specials that marked this milestone season. The 2024 election loomed large, shaping much…
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Nick dives into one of the most transitional—and underrated—seasons in SNL history: Season 36. With a powerhouse host lineup that included Paul Rudd, Emma Stone, and Bryan Cranston, and the debut of future standouts like Vanessa Bayer and Jay Pharoah, this season delivered both change and consistency. Nick shares behind-the-scenes stories and revis…
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Nick revisits the only time legendary actor Walter Matthau hosted Saturday Night Live, offering behind-the-scenes stories from a wild week at 30 Rock. From writers’ room pitches and cast reactions to what actually made it to air, it’s a full breakdown of a strange, memorable night. Highlights include John Belushi’s Cold Open as Fred Silverman, Matt…
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Nick shines a light on Shia LaBeouf’s two turns as Saturday Night Live host—both surprisingly strong, both likely his last. Packed with standout sketches and offbeat moments, the episodes featured Shia as a bizarrely delightful version of magician Doug Henning on a twisted Match Game, and as one half of a duo of underage knuckleheads scheming to sc…
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Nick takes a hilarious stroll down memory lane to the night Peyton Manning traded his helmet for a hosting gig on Saturday Night Live. From Maya Rudolph and Amy Poehler dishing it out as the “Bronx Beat” ladies, to Andy Samberg’s wild take on Sanjaya and a surprise visit from Dan Aykroyd, the show was packed with standout moments. Things get especi…
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Nick takes a deep dive into one of the most chaotic and heavily criticized seasons in Saturday Night Live history: Season 20, also known as The Bad Boys Club Season. Following the departure of core cast members like Phil Hartman, Rob Schneider, and Julia Sweeney, the show found itself leaning hard into the rowdy, often crude humor of Adam Sandler, …
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Sometimes Saturday Night Live sketches don’t make it past dress rehearsal, falling into the “Cut For Time” category. On this episode of THAT SHOW…, Nick revisits five recent sketches that were pulled at the last minute—whether for timing, length, or simply because they didn’t hit quite right. Despite featuring standout performances from a wide rang…
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Nick welcomes film expert, exhibitor, and historian Mike Kerz to the podcast to talk about his lifelong love for Saturday Night Live—a passion that began in his teen years when he would record each episode’s audio with a portable tape recorder. As the co-creator of the Flashback Weekend Horror Convention and co-owner of The Midway Drive-In in Dixon…
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On April 19, 1980, legendary character actor Strother Martin hosted Saturday Night Live—and delivered a surprisingly strong performance. Best known for his unforgettable roles in films like Cool Hand Luke, True Grit, Slap Shot, The Wild Bunch, Up in Smoke, and Butch Cassidy and the Sundance Kid, Martin brought his unique presence and versatility to…
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Nick welcomes musician, filmmaker, and podcast host Jim Laczkowski to That Show… to discuss his love for Saturday Night Live and how he became hooked on the show during the early days thanks to Steve Martin. Jim shares his appreciation for the weirder, more offbeat sketches, WTF moments, and—of course—anything involving cats. As Nick and Jim count …
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Nick looks back at Season 45 of Saturday Night Live, a season that started off strong with Woody Harrelson hosting and Billie Eilish as the musical guest. Everything felt business as usual—until it wasn’t. No one could have predicted that the season would end early, transformed into a series of prerecorded, at-home episodes due to the onset of a gl…
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Nick welcomes journalist, author, food writer, and Axios Chicago contributor Monica Eng to the podcast to share her memories of watching Saturday Night Live as a kid, what really makes her laugh, and how SNL helped shape her sense of humor. Monica reflects on her cheerleading days, her love for Jerry Lewis movies, and the influence of her hilarious…
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Nick takes a deep dive into one of the best seasons of Saturday Night Live ever: Season 26, which aired from October 2000 to May 2001. Fueled by a memorable election and a powerhouse cast, this season delivered sharp comedy and some of the most iconic sketches in SNL history. Tina Fey and Jimmy Fallon took over the Weekend Update desk, while vetera…
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They may have gotten laughs at the table read or killed during rehearsal, but for some reason, these sketches completely tanked on live television. On this episode of That Show…, Nick looks back at five Saturday Night Live sketches that bombed in front of a national audience. You’ll hear those disastrous moments, the stories behind them, and a brea…
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In this episode, Nick pays tribute to one of the most iconic characters in Saturday Night Live history: Sally O’Malley, the unforgettable 50-year-old who’s proud to tell the world her age. She can kick… stretch… and kick! She’s 50! Created and portrayed by the brilliant Molly Shannon, Sally O’Malley has become a classic SNL character, delivering bi…
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Nick looks back at the one and only time Jodie Foster hosted Saturday Night Live on November 27, 1976. At just 14 years old, Foster became the youngest host in the show’s history—until Drew Barrymore took the title in 1982 at the age of 7. Despite her talent, Foster was a nervous wreck, thrown into live television for the first time with material w…
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Nick welcomes Chicago-based food and entertainment writer Marnie Shure to the podcast for a deep dive into her Saturday Night Live memories. They chat about her experiences growing up with the show, her favorite cast members, hosts, and musical guests. Marnie also counts down her all-time favorite SNL sketches, featuring unforgettable performances …
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Nick celebrates Valentine’s Day with a hilarious look back at some of Saturday Night Live’s best sketches, bits, and songs that poke fun at—and embrace—the holiday. Highlights include a song about the awkwardness of receiving a Valentine’s Day card from your mom, a last-minute gift guide courtesy of a very honest CVS commercial, and a visit from Ga…
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Nick welcomes fellow film critic Peter Sobczynski to the podcast for a deep dive into his Saturday Night Live memories, from his childhood introduction to the show to his favorite cast members and standout moments. They also count down Peter’s five favorite SNL sketches of all time—many of which share a horror-inspired, darkly comedic streak. Highl…
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Season 11 of Saturday Night Live is often regarded as the weirdest—and possibly the worst—season in the show’s history, and episode 13 serves as a prime example of why. In this episode of That Show…, Nick revisits the infamous night when George Wendt hosted, Phillip Glass was the musical guest, and none other than Francis Ford Coppola directed the …
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Nick welcomes the multitalented writer, producer, broadcaster, and journalist Amy Guth to the podcast to share her memories of watching Saturday Night Live as a young kid and how the show inspired her creative journey. They chat about standout moments and hilarious work from cast members like Tina Fey, Bill Hader, Gilda Radner, and Adam Sandler. Am…
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Nick welcomes film critic Steve Prokopy to the podcast to share how his love for Saturday Night Live was inspired by his father’s obsession with George Carlin, carried through his high school years during the Eddie Murphy era, and now includes a deep appreciation for the Digital Shorts from The Lonely Island. Steve also recounts some of his memorab…
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Nick welcomes film critic Erik Childress to the podcast for a nostalgic dive into his memories of watching Saturday Night Live. Erik reflects on experiencing the tail end of the original cast as a very young kid and the impact of the Sandler, Farley, Carvey, and Spade era during his high school years. They discuss how SNL shaped his comedic sensibi…
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Not every sketch makes it to air on Saturday Night Live. Some are cut after dress rehearsal due to time constraints, rewrites, or because they bombed—or were just too bizarre for live TV. In this episode of That Show…, Nick dives into some memorable sketches that were “cut for time” and never made it to the live broadcast. The talent behind these l…
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It’s Christmas time, and to celebrate the holiday, Nick shares some of his favorite holiday-themed sketches, songs, films, and bits from Saturday Night Live over the years. Highlights include a vulgar, method-actor twist on the Charlie Brown Christmas special, the violent alternate ending of It’s a Wonderful Life, and 19th-century film critic Jebid…
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Nick revisits the memorable episode of Saturday Night Live hosted by Tony and Oscar-winning singer and actress Ariana DeBose. This standout show featured great material, stellar musical performances, and one of the best, weirdest, and funniest “12:50 Sketches” of all time: Kitchen Staff, also known as At The End of the Day…Lurr. In this hilariously…
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In this episode of That Show…, Nick looks back at five SNL sketches that never really took off or got the attention they deserved. Whether they were too specific, too weird, or intentionally not funny, these bits flew under the radar despite being pretty great. Among the sketches discussed is a hilariously awkward blind date in an airport bar, the …
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Impressions have been a cornerstone of Saturday Night Live since its inception, showcasing the cast’s incredible comedic and mimicry skills. In this episode of That Show…, Nick highlights some of his favorite SNL impressions from over the years. Included are Kristen Wiig’s hilariously over-the-top impersonation of Jamie Lee Curtis promoting Activia…
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