Podcast Summary: B&T Extra: Heywood Banks & News We Failed to Mention

The BOB & TOM Show Free Podcast
Date: November 20, 2025

Episode Overview

This BOB & TOM Extra episode brings together classic show elements: musical guest Heywood Banks, sharp comedic banter, and Jeff Oskay’s irreverent “News We Failed to Mention.” The episode flows through a blend of live music, humorous riffing, and offbeat headlines, all wrapped in BOB & TOM’s trademark playful camaraderie.

Key Discussion Points & Segments

1. Heywood Banks Performs "Pumpkin Spice" Song

Timestamps: 02:27–04:35

• Heywood Banks delivers a whimsical song exploring the cultural obsession with pumpkin spice.
  • Lyrics lampoon everything from lattes to deodorant and shampoo:
    "Pumpkin spice. Pumpkin spice. A little in my latte would sure be nice. Keep it out of my shampoo. Can I give you some advice? Go easy on the pumpkin spice."
    — Heywood Banks (02:52)
  • The song swings through clever rhymes and punchlines, including an inventive list of things that do not need pumpkin spice, like pizza and—jokingly—personal hygiene products.
  • The energetic, comedic delivery sets the tone for the show’s extra content.

2. Jeff Oskay’s "News We Failed to Mention"

Timestamps: 05:03–09:51

• Jeff Oskay (as himself at the “failed dimension news desk”) delivers headline stories with a comically twisted “what you failed to mention” punchline.

  • Example:
    "Tom brought us in six packages of stale fig Newmans the other day. What you failed to mention—Jess Hooker took them and turned them into the best crumble I've ever tasted. Just like the old saying: when life gives you stale Newmans, make apple pear crumble."
    — Jeff Oskay (05:21)

  • He riffs on personal anecdotes, like his daughter’s sweet 16 party, and classic parenting worries:

    "The girls will be sleeping upstairs, the boys will be sleeping downstairs, and I will be sleeping on the stairs."
    — Jeff Oskay (05:54)

  • Oskay’s "choose your own punchline" routine with the $11,000 burger joke provides a loose, writers’ room feel, with the team joining in to punch-up his bits:

    "A restaurant is offering an $11,000 burger. What you failed to mention—it comes served with a side of used Honda Civic."
    — Jeff Oskay (07:20)

• Silly, sometimes crude material is tried out rapid-fire:

  • On a woman eating 10 sheets of paper a day:
    "What you failed to mention—she recently crapped out a copy of Twilight."
    — Jeff Oskay (09:00)
  • Other versions are hashed out in live banter, showing the collaborative dynamic.

• “Gator crashed a tiki bar” story ends with another trademark punchline:

  "Since it was Florida, within the hour the gator had been nicknamed Chomps and was singing 'Brown Eyed Girl' on karaoke with three bikini-clad chicks."
  — Jeff Oskay (09:13)

• Oskay’s segment closes out:
  "I'm Jeff Oskay. This was the news I wish I failed to mention." (09:46)

3. BOB & TOM Banter and Writing Room Vibes

Timestamps: Throughout

• Frequent playful interruptions and punch-up attempts highlight the show’s loose writers' room energy:
  • Crowd-sourced punchlines, collaborative riffing on each other’s jokes, and callbacks to previous bits.
  • Example on the paper-eating story:
    • "A woman eats all the papers. She doordashes from Staples."
      — Christopher (10:22)
    • "When she wants to order out, Staples delivers. I like it."
      — Jeff Oskay (10:30)

4. Heywood Banks - Skeletons Song (Live)

Timestamps: 14:31–16:51

• Heywood launches into a new comedic song:
  • Observational humor about skeletons and Halloween, with anatomical wordplay and reassurance—skeletons are nothing to be afraid of since "we all have one."

  • "Never spooked by a skull, a sternum or scapula, metacarpal clavicle. Never scared the crapula tibial radius..."
    — Heywood Banks (15:00)

  • Continues with jokes about using old skeletons as Halloween decorations, and candy-bowl gags.

5. Personal Stories & Side Riffs

Timestamps: 12:59–14:25; 16:53–18:50

• Heywood describes finding a "hot cheeto" under his car seat, only to discover it's an earplug:

  "Turned out to be an earplug. Still salty."
  — Heywood Banks (13:16)

• Observations on staying at a hotel full of Amish guests, helping them with electricity and elevators.

  • "I have to go around, turn on the lights for them, work the elevator."
    — Heywood Banks (13:34)

• Banter about massive skeleton decorations at home stores, neighbors' displays, and related Halloween anecdotes.

• Classic dad joke closer:

  "Why did the skeleton eat a steak? He wanted to put a little meat on his bones."
  — Jeff Oskay & Heywood Banks (18:45)

Notable Quotes & Memorable Moments

• On Pumpkin Spice Mania:
  "Go easy on the pumpkin spice. And though I like it in a candle, I don't mind it in my tea, I love it in pooch even though it's bad for me..." — Heywood Banks (02:58)

• Parenting Woes:
  "She better watch her attitude or she won’t see 17." — Jeff Oskay (05:47)

• Choose Your Own Punchline:
  "A restaurant is offering an $11,000 burger. What you failed to mention—it comes served with a side of used Honda Civic." — Jeff Oskay (07:20)

• On Eating Paper:
  "What you failed to mention—she recently crapped out a copy of Twilight." — Jeff Oskay (09:00)

• On Skeletons:
  "Without the service that skeletons do, we'd be just trash talking bags of goo." — Heywood Banks (14:46)

Timestamps for Important Segments

• Pumpkin Spice Song: 02:27–04:35
• News We Failed to Mention: 05:03–09:51
• Collaborative joke riffs: 09:53–11:00
• Heywood Banks skeleton/live song: 14:31–16:51
• Halloween/Home Decor & Skeletons Talk: 17:12–18:50

Tone & Style

• The show is informal, funny, and occasionally irreverent, with rapid-fire jokes, puns, and good-natured teasing.
• Heywood Banks’ musical segments blend comedy and observational humor, while Jeff Oskay’s news delivers punchlines that lean into wordplay and topical absurdity.
• The overall mood is friendly, improvisational, and in-the-moment.

For New Listeners

This episode is a great showcase of BOB & TOM’s strengths: tight-knit comedic chemistry, a willingness to riff live, and the inclusion of unique musical comedy courtesy of Heywood Banks. If you enjoy fast-paced banter, dad jokes, and musical parody, this is a fun, representative slice of the show.

End of Summary