Holmberg's Morning Sickness – Entertainment Drill (Nov 20, 2025)

Special Guest: Dale Hellestrae
Segment Focus: List of Most Listened To Country Songs of the Year (2025)

Episode Overview

This episode of Holmberg’s Morning Sickness brings together John Holmberg, Brady Bogen, Bret Vesely, Dick Toledo, and guest Dale Hellestrae for the popular “Entertainment Drill” segment. They cover a range of absurd celebrity stories, playful banter about bath and hot tub habits, music debates on “yacht rock,” and a humorous but dismissive exploration of 2025’s most popular country songs.

Key Discussion Points & Insights

1. Celebrity Mishaps: William Shatner & Olivia Munn

• William Shatner’s Embarrassing Confession
  • William Shatner admitted to an unfortunate onstage accident during his 2012 one-man Broadway show—pooping himself before performing.
  • Holmberg recalls a recent incident where Shatner collapsed backstage, initially thinking it was a joke until “his lights went out.”
    • Notable Quote (John Holmberg, 03:46):
      “I watched him stagger and I started laughing because I thought he was screwing around and then out like a light, smashed his face on the ground. Just relived it again. It's so weird.”
• Olivia Munn’s Sushi Bath Fiasco
  • Olivia Munn suffered food poisoning after eating sushi in a hot bath, leading to projectile vomiting at the airport.
    • Notable Exchange (03:35-04:44):
      Brady: “She ate sushi while she's taking a bath in a hot bath... heated up the sushi enough—the temperature in her tummy. Projectile vomit the next day.”
      John: “Oh, that's a bad idea. How do you even get sushi and a bath in your brain?”

2. Bathing and Hot Tub Habits – A Spirited Debate

• The crew launches into a hilarious discussion on sharing baths, peeing in hot tubs, and general hygiene confessions.
  • John playfully accuses everyone of peeing in hot tubs, sparking mock-denials and laughter.
    • Notable Quote (John Holmberg, 07:04):
      “You pee in a hot tub, you liar. I want a lie detector test to come in here, strap up to you, and say you don't pee in that hot tub.”
• Reminiscing about pool parties where “nobody gets out,” leading to speculation that everyone’s peeing in the water.
  • Exchange (06:32-06:52):
    Dale: “We'd have six guys that are playing volleyball, drinking beer... all of a sudden, you look around, it’s been two and a half hours and nobody's gotten out.” John: “We've been in this pool for five hours and we've never left. We're drinking... You can't sit in hot water and not pee.”

3. Yacht Rock Mount Rushmore

• The group debates which artists qualify for the “Mount Rushmore” of Yacht Rock.
  • Ultimate Classic Rock's controversial picks (Michael McDonald, Kenny Loggins, Steely Dan) are critiqued.
    • Holmberg argues Steely Dan doesn’t belong:
      “Steely Dan is rock, jazz, and I... Steely Dan has no business being mentioned in yacht rock. You can play them on a yacht, they are not.” (08:03)
  • Christopher Cross gets “dogged” by the poll, despite crew disagreement.

4. 2025’s Most Played Country Songs – Disdain & Snark

• Dale Hellestrae presents the list of 2025’s most played country songs, but the room is generally unimpressed.
  • Top mention is “28” by Zach Bryan—none of the hosts have heard it.
  • Other titles: “Four by Four” by Lainey Wilson, “Tipsy” by Shaboozi, “Ain’t No Love in Oklahoma” by Johnny.
  • The panel, especially John, expresses utter disdain for modern country music:
    • Notable Quote (John Holmberg, 10:39):
      “Metal is better than country music. At least your IQ doesn't fall off the planet... Country music is terrible.”
    • Joke (10:53):
      “You lose one [IQ point], like, every day you hear a [country] song. So you gotta be down to a pretty close to zero at this point. You're at birth weight.”
  • John mock-threatens to give up government secrets if subjected to country music torture.
    • (11:09):
      “That's one thing. I would give up government secrets the second they're like, all right, watch us. The codes be like, I'm not telling you. And they're like, my dog, my beer, my truck, and God and the flag. I'm like, all right, the codes are 53Q179X. Immediately. Just turn that off. We're done.”

Memorable Quotes

• On William Shatner (03:46):
  "I watched him stagger and I started laughing because I thought he was screwing around and then out like a light smashed his face on the ground." – John Holmberg
• On bathing habits (07:04):
  "You pee in a hot tub, you liar. I want a lie detector test to come in here, strap up to you, and say you don't pee in that hot tub." – John Holmberg
• On yacht rock (08:03):
  "Steely Dan has no business on that being mentioned in yacht rock." – John Holmberg
• On modern country music (10:39):
  "Metal is better than country music. At least your IQ doesn't fall off the planet...Country music is terrible." – John Holmberg
• On country music as torture (11:09):
  "I would give up government secrets the second they're like, all right, watch us. The codes be like, I'm not telling you. And they're like, my dog, my beer, my truck, and God and the flag. I'm like, all right, the codes are 53Q179X." – John Holmberg

Important Timestamps

• 02:44: Entertainment Drill begins
• 02:44-03:41: William Shatner story
• 04:17-04:44: Olivia Munn’s sushi misadventure
• 05:01-07:21: Bath/hot tub habits debate
• 07:21-08:16: Yacht rock “Mount Rushmore”
• 08:59-10:56: Top country songs of 2025, with jokes and criticism

Tone & Style

The conversation is sarcastic, fast-paced, and filled with friendly jabs. John Holmberg leads most exchanges with irreverence, dry humor, and exasperation at both the state of country music and the absurdities of pop culture. The panel’s authentic chemistry and willingness to “disturb as many listeners as possible” keeps the segment unpredictable and consistently entertaining.

In summary:
This episode’s Entertainment Drill delivers comic relief through celebrity mishaps, honest (and gross) talk about bathing, a debate on yacht rock, and an unapologetically critical review of 2025’s top country hits. Even if you’re not a country fan—or maybe especially if you’re not—this segment brings non-stop banter and laughs.