Holmberg’s Morning Sickness – Halloween Edition (Guadalupe Squares) Podcast: 98KUPD | Air Date: October 31, 2025

Episode Overview

This special Halloween episode of Holmberg’s Morning Sickness unleashes the annual “Guadalupe Squares – Halloween Edition." The crew (John Holmberg, Brady Bogen, Bret Vesely, and Dick Toledo, with host Corey Thriller Walsh) delivers rowdy game-show energy with celebrity impressions and guests, all while embracing Halloween absurdity. The episode features squares voiced as icons like Peter Steele, Bill Cowher, Billy Dee Williams, President Trump, Vin Scully, Adam West, and Ozzy Osbourne, mixed with in-jokes, musical parodies, and holiday-themed banter. The panel also honors Knock Knock Joke Day with a string of groan-worthy punchlines, and the knockabout fun culminates with a few rounds of the show’s signature tic-tac-toe quiz gameplay.

Key Discussion Points & Highlights

Halloween Antics and Costume Banter ([01:27]–[02:26])

• Office Costume Talk: Brady teases the group for not dressing up, joking about Brett’s “cowboy” fallback costume.
• William Shatner Q&A Event: Brady hypes his role with Frank Caliendo at an upcoming event (“William Shatner does an hour of amazing entertainment... Ninety-four years old and he’s got more energy than I’ve ever met.” – Brady, [02:47]).
• Kicking off the Squares: Introduction to the special Halloween edition and the wacky cast of celebrity squares.

Peter Steele Square: Over-the-Top Gothic Comedy ([03:29]–[05:38])

• Impression: Deep-voiced, vampiric playfulness based on the Type O Negative frontman.
• Halloween Atmosphere: “All Hallows Eve. The moon is full. Trick or treat. Ready?” – Peter Steele, [04:35]
• Inside Joke: “Accent you’re wondering about, Corey, is Pennsylvania Midnight.” – Peter Steele, [04:35]

Middle Row Squares: Movie Melodrama, 70s Icons & Political Satire ([05:40]–[10:49])

• Bill Cowher & Billy Dee Williams: Emotional spoofing of “Brian’s Song.”
  • “If I lay down and act like I’m dying, lean over the top of me and tell him you miss me. Instead of saying Brian Piccolo, say Coach Cowher, mean the world to me.” – Cowher, [07:01]
  • “I’ll do whatever you want...I’m 90 years old.” – Billy Dee, [06:37]
• Trump as Xi Jinping: Satirical riff on political personas and Halloween as an opportunity for impersonation.
  • “I got a costume dressed up as Xi Jinping...knock on doors...making ‘no more accents, no more tales.’” – Trump, [08:06]
  • Lampoons on US–China trade, TikTok, and Teemu, with broad physical humor and parody of business deals.

Vin Scully’s World Series Farewell ([11:12]–[12:33])

• Play-by-play Parody: Predicts a disastrous Dodgers loss. “17–1. The overlords from the north...poutine in the streets of Toronto tonight.” – Vin Scully, [11:22–12:08]
• Lovable Stereotypes: Jokes about Toronto’s Asian population (“Japan, cold Japan, that’s what I call it”—Vin Scully, [12:14]).

Knock Knock Joke Day with Brady ([12:38]–[14:39] and throughout square selections)

• Rapid-Fire, R-rated Knock Knocks: Brady and Kirby volley classic and raunchy knock-knock jokes, e.g.:
  • “Knock knock. Taj. Taj who? Taj Mah Dick. It’s been ages.” – Kirby, [12:51]
  • “Knock knock. Ben. Ben who? Ben down and worship this booty.” – Kirby, [13:21]
  • “Knock knock. 9-11. 9-11 who? Hey, you said you’d never forget. 9-11 jokes—my wheelhouse.” – Kirby, [21:02]
• Meta Humor: “Mine are all real dirty.” – Kirby, [14:02]

Adam West Square: Vintage Batman Commentary ([14:52]–[16:44])

• Deadpan Dedication: Laments his Batman suit legacy.
  • “If you’re going as Halloween Batman today...he wore light blue with panties over the top and a yellow belt. Anything else is a crude copy.” – Adam West, [15:14]
• Instructional Sarcasm: Advises on appropriating the “Batusi” dance at every trick-or-treat door.

Ozzy Osbourne & Night of the Singing Dead ([17:18]–[18:53])

• Surreal Halloween Outing: Claims to perform as a spirit at “Night of the Singing Dead.”
  • “I died earlier this year in July. I’ll be coming back as a headless bat.” – Ozzy, [17:55]
  • “I’m Peter Peeper. Peter. Peter is a pumpkin eater.” – Ozzy, [18:39]
• Running Gag: Sharon jokes (“Sharon is a pumpkin, and I’m Peter Peeper.” – Ozzy, [18:39])

Bottom Right Square: “Trip Reef”—Surreal Digs & Dad Jokes ([18:57]–[20:13])

• Toledo’s Dad Bits: Banter about flatbed pickups and monstrous dates.
  • “Only man comes to another man needing a flatbed truck when he’s got himself a monster on deck.” – Peter Steele, [19:56]

Game Play & Quiz Interludes ([20:33]–[26:47])

• Audience Participation: Listeners Sam and Valerie call in to play for squares, responding to joke-laden trivia and outlandish commentary.
• Trivia & Dirty Jokes Mix: Sample questions—Japanese meaning of hunger (“lonely mouth”), Voyager spacecraft’s travel speed, and a heart health/“morning wood” fact.

Secret Square Reveal: Vanilla Ice ([26:34]–[26:59])

• “Check out the hook while my DJ revolves it.” – Brady/Vanilla Ice, [26:42]
• Light-hearted confusion and celebration when the winner guesses correctly.

Halloween Wrap-up & Previews ([27:30]–[30:08])

• Halloween Party Plug: The "Night of the Singing Dead" event at CB Live.
• Outrageous Visuals Promised: “Chris...is going to come up and do a song with us. And he’s dressed as a bear. And just to let you know, I’ll be dressed as Herbert from Family Guy. So those two singing ‘Hunger Strike’ is going to be visually hilarious.” – Brady, [29:33]
• Final Gags & Produce Talk: “Chinaman Black” hair dye anecdote with references to Craig Gass, Australian costumes, and more.

Notable Quotes with Timestamps

• “All Hallows Eve. The moon is full. Trick or treat. Ready?” – Peter Steele, [04:35]
• “If I lay down and act like I’m dying, lean over the top of me and tell him you miss me. Instead of saying Brian Piccolo, say Coach Cowher, mean the world to me.” – Coach Cowher/Billy Dee, [07:01]
• “I got a costume dressed up as Xi Jinping...knock on doors.” – Trump, [08:06]
• “It’ll be raining poutine in the streets of Toronto tonight.” – Vin Scully, [11:40]
• “Knock knock. Taj. Taj who? Taj Mah Dick. It’s been ages.” – Kirby, [12:51]
• “If you’re going as Halloween Batman today...Anything else is a crude copy.” – Adam West, [15:14]
• “I’ll be coming back as a headless bat.” – Ozzy, [17:55]
• “Only man comes to another man needing a flatbed truck when he’s got himself a monster on deck.” – Peter Steele, [19:56]
• “Check out the hook while my DJ revolves it.” – Brady/Vanilla Ice, [26:42]

Timestamp Highlights

• [02:26] – Launch of the Halloween-themed Guadalupe Squares.
• [03:34] – Peter Steele’s gothic Halloween comedy.
• [05:46] – Bill Cowher/Billy Dee Brian’s Song parody.
• [07:41] – Peak melodrama with fake movie scene.
• [08:06] – Trump’s Xi Jinping gag.
• [12:38] – Kickoff of Knock Knock Joke Day.
• [15:14] – Adam West’s Batman critique.
• [17:18] – Ozzy’s spectral promises.
• [21:02] – Knock knock: “You said you’d never forget.”
• [26:42] – Secret Square reveal: Vanilla Ice.
• [29:33] – Preview of “Night of the Singing Dead.”

Final Thoughts

In pure HMS style, the episode mashes up irreverent pop culture parodies, Halloween fun, and absurdist humor, all woven into the loose format of a celebrity tic-tac-toe game. Listeners are treated to off-the-cuff banter, affectionate roastings of iconic pop culture figures, relentless knock-knock jokes, and interactive trivia—all capped off by teases for the crew’s live Halloween performance events. Irreverent, rapid-fire, and never on cruise control, this episode delivers a generous dose of Arizona’s healthiest “Morning Sickness.”