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 head writer and producer.

The episode revisits standout sketches like Alec Baldwin’s spot-on Tony Bennett, a bridal shower derailed by a delightfully creepy Emma Stone, and Zooey Deschanel turning quirky into an art form on a talk show parody. Nick also highlights the final outing of the beloved soap opera spoof The Californians, packed with the full cast and a cameo from Steve Martin.

Along the way, you’ll hear great moments from hosts like Ben Stiller and Channing Tatum, plus some behind-the-scenes stories that make Season 37 a fan favorite worth remembering. [Ep 145]

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 episode revisits some of their most infamous crack-ups, from “The Leather Man” to “Aquarium Repairmen” to the unforgettable “Sadam and Osama.” Nick also plays clips from a Tonight Show interview where Fallon and Sanz laugh about their reputation for breaking and share behind-the-scenes stories from their time at Studio 8H.

To round things out, Nick goes back to the very first major break in SNL history, when Candice Bergen lost it during a 1976 sketch, proving that sometimes the funniest moments are the ones that weren’t planned. [Ep 144]

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 mugging and deliberate attempts to derail sketches, it was a train wreck in slow motion.

To try and salvage the episode, the show even shoehorned John Belushi’s Samurai Futaba into one of Zappa’s musical performances, but it wasn’t enough. The result was a bizarre, uncomfortable mix of Conehead antics, a drugged-out Halloween sketch, and one very annoyed cast.

Nick shares behind-the-scenes stories, testimonials from people who endured that rough week, and even Dana Carvey’s later parody of Zappa’s failed hosting gig. While Zappa remains a legendary musical innovator, his time at Studio 8H was such a disaster that he was banned from ever returning. [Ep 143]

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.

From his clever opening monologue on the differences between drama and comedy, to the game show spoof Snap Decision, to a biting parody of celebrity-endorsed products, Nielsen delivered one memorable sketch after another. Nick shares behind-the-scenes details about the show and even includes an interview with Nielsen about his unlikely transition into comedy.

This episode of SNL also marked the very first appearance of Wayne’s World, which at the time was just an odd late-night sketch filled with rough edges and questionable material. Nick plays it back in full and lets you decide if the sketch showed early signs of greatness.

It’s a celebration of Leslie Nielsen’s comedy chops and one of SNL’s milestone moments. [Ep 142]

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.

The sketches feature the Principal’s absurd morning announcements, with help from guest hosts like Paul Rudd, Christina Applegate, Kerry Washington, and Anna Kendrick. Nick shares behind-the-scenes details about how the character came to life, and even tells the story of how Justin Bieber nearly derailed one of Frye’s funniest appearances.

It’s a tribute to one of SNL’s most underrated cast members and a reminder of just how funny Jay Pharoah’s tenure really was. [EP 141]

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 of powerhouse female cast members — Tina Fey, Amy Poehler, Maya Rudolph, Ana Gasteyer, Rachel Dratch, and Molly Shannon — who brought back classic characters while teaming up with White in sketches that were hilariously naughty and delightfully vulgar. At 88 years old, Betty White proved she was game for anything, and the results were comedy gold.

Along with clips from that night, Nick shares behind-the-scenes stories, backstage moments, and why this episode remains one of the most beloved in SNL history. [EP 140]

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 full, explores how the idea came to life, and shares an interview with Sudeikis and Seth Meyers breaking down the world of “Maine Justice.”

The episode also highlights a connected oddball gem, “Potato Chip,” a sketch that features the same character and just as much off-the-wall humor. Fun fact: “Potato Chip” was the subject of the very first episode of THAT SHOW…, making this a full-circle return to the weird brilliance of Sudeikis’ comedy. [EP 139]

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 some surprising ways.

With behind-the-scenes stories and context, Nick breaks down how each of them handled the pressure. Some rose to the occasion with strong monologues and memorable sketches, while others—yes, the Olsen Twins—struggled to make an impact. From a college dorm mix-up to a Memorial Day barbeque gone off the rails, the episode revisits some of the most unusual material these young hosts ever had to deliver.

A fun trivia note caps things off: all but one of these underage hosts only took on the job once, making their appearances even more of a fascinating footnote in SNL history. [Ep 138]

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 commitment to the role has left both the audience and her fellow cast members in stitches. Nick revisits standout sketches, including the infamous Ryan Gosling episodes (where he breaks every time), plus appearances with Casey Affleck, Natasha Lyonne, and a star-studded take from the SNL 50th Anniversary Special featuring Pedro Pascal, Jon Hamm, Woody Harrelson, and Meryl Streep as Colleen’s mom. A filthy, funny, fan-favorite tribute to a true SNL legend. [Ep 137]

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 George W. Bush, and Amy Poehler’s Hillary Clinton, the Cold Open has always set the tone. Nick revisits six standout segments, sharing behind-the-scenes stories and context, all leading up to that legendary line: “Live from New York, it’s Saturday Night!” [Ep 136]