The BOB & TOM Show Free Podcast

Episode: B&T Extra: Comedian Al Jackson

Date: March 3, 2026
Guest: Al Jackson (Comedian, West Coast Correspondent)

Overview

In this relaxed and lively “B&T Extra”, the Bob & Tom crew welcomes comedian Al Jackson for an animated discussion that blends comedy, pop culture nostalgia, debates about classic movies, and some good-natured generational ribbing. The group also covers concert etiquette, relationship dynamics around music and sports events, and the origin of the latest “word of the day.” As always, the session is filled with witty tangents and riffs that fans of the show will appreciate.

Key Discussion Points & Insights

1. The Enduring Appeal (or Lack Thereof) of Classic Movies

• Dr. Strangelove’s Legacy

  • The team debates the comedic value of Stanley Kubrick’s "Dr. Strangelove" (1964).
    • Tom asserts its lasting brilliance:

      “Any gentleman of a certain age with any modicum of wit will occasionally quote one of the lines, I think.” (05:30)

    • Christy wasn’t impressed:

      “That is not funny.” (04:48)
      “When it ends, I was like, that’s it.” (06:41)

    • Al Jackson admits he hasn't seen it, thinks it sounds like a ‘70s drug, and discusses old vs. new perspectives.
  • Conversation about how generational tastes affect the perceived value of classic films.
  • Question for the group:

    “What movie do you think has lasted the longest in terms of standing the test of time?” (06:54)

• Movies That “Hold Up” for the Next Generation

  • Christy: “I’m going Spaceballs. My kids will watch Spaceballs.” (07:33)
  • Tom: “I’d go Young Frankenstein.” (07:40)
  • Discussion on the importance of pacing, references, and whether black and white films appeal to today’s kids.

2. Cultural Shifts in Pop & Cable TV

• Old Cable TV Nostalgia

  • Al fondly reminisces about the wild days of early cable TV and shows like "Silk Stockings" on USA Network, marveling at the experimental spirit of the era:

    “It was like a wild, wild west period for television where they were just kind of throwing stuff out and seeing what landed.” (08:56)

  • The group laughs about “Skinemax” (scrambled adult pay channels) and wonders if being exposed to such TV left a generational “imprint” for viewers (09:14–09:29).

• Kink Curiosities

  • Al takes a comedic detour, wondering about the true nature of kinks:

    “If you have a kink…is it, like, what you prefer? Or you can’t function without that? Or is it like, oh, we got time tonight, we got time to sit on a cake?” (09:38)

    • Tom’s response:

      “You eat the cake after you sit on it?” (10:06)

3. Changing Standards & Problematic Nostalgia

• Films That Don’t Age Well
  • Brief mention how films like “Forrest Gump” and “Revenge of the Nerds” are problematic through a modern lens:
    • Al: “Well, that’s why they don’t show Revenge of the Nerds. Because there’s an issue at the end of one of those movies.” (10:59)
  • Acknowledgement that culture and what's considered acceptable has evolved significantly.

4. Concerts, Sports & Dragging Your Partner Along

• The Perils of Forcing Shared Experiences

  • Tom’s new rule: Don’t take someone to a concert if they're not already a fan:

    “If Kelly’s not familiar with the artist, I’m not going to make her go anymore.” (12:17)

  • Group discusses similar situations around sporting events and albums (13:24–14:33).
    • Christy: “If I don’t want to go, please take your son. I’d rather not. I’m just gonna be miserable.” (13:38)
  • Occasional exceptions:

    “I dragged my kids to see Peter Frampton, and they loved him.” (14:34)

• The Expense of Modern Concerts

  • Panel reminisces about the days of cheap concert tickets, now replaced with sky-high prices and new expectations (13:18–14:54).

5. Word of the Day: “Rage Booking”

• Definition and Banter
  • Al introduces the term “rage booking”:

    “It’s just basically booking travel, like, out of anger, or like, you just need to escape... I booked a trip to Italy this weekend. I’m coming right back on Monday. Like, that’s just a rage—like, you made me so mad, I need to leave here right now.” (16:04)

  • The group compares it to “rage bait” and “rage posting.”

6. Baseball Nerd-out & Failed Jokes

• Al’s Baseball Life

  • Al shares that his partner is a Colorado Rockies staffer and a real baseball fan (16:50).

• Tom’s Epic Dad Joke Flop

  • Tom tests out a “hawk in a batting cage” joke referencing Ken Harrelson—nobody but Tom gets it:

    Tom: “The last time there was a hawk in a batting cage, it was Ken Harrelson playing for the Cleveland Indians.” (17:46)

    • Al: “He’s too young…If you had said Andre Dawson…” (18:05)
    • Christy: “He would have been the one.” (18:12)
  • Tom reflects on the loss of “commonality” and cultural references across generations.

Notable Quotes & Memorable Moments

• Tom on Dr. Strangelove:

  “Any gentleman of a certain age with any modicum of wit will occasionally quote one of the lines, I think.” (05:30)

• Christy on Dr. Strangelove:

  “That is not funny.” (04:48)
  “When it ends, I was like, that’s it.” (06:41)

• Al on classic movies:

  “I thought that was a song or like a drug people took in the 70s.” (05:02)

• Al on cable’s golden age:

  “It was like a wild, wild west period for television where they were just kind of throwing stuff out and seeing what landed.” (08:56)

• Al on kinks:

  “We got time tonight. We got time to sit on a cake.” (09:38)

• Tom’s concert rule:

  “If Kelly’s not familiar with the artist, I’m not going to make her go anymore.” (12:17)

• Al, defining “rage booking”:

  “You made me so mad, I need to leave here right now.” (16:04)

Timestamps for Key Segments

• 00:44: Al Jackson joins the show
• 04:13 – 07:00: Debating Dr. Strangelove and classic film longevity
• 06:54 – 08:08: What movies “stand the test of time”?
• 08:46 – 09:38: Nostalgia for early cable TV; “Skinemax” and “scrambled” channels
• 09:38 – 10:08: Lighthearted discussion of sexual kinks ("cake sitting")
• 12:17 – 14:33: Tom’s concert partner policy & the pitfalls of shared experiences
• 15:26 – 16:34: Word of the Day: “Rage booking”
• 16:50 – 19:38: Baseball talk, Tom’s failed Ken Harrelson joke, and generational references

Tone

The conversation is loose, fast-paced, and full of comedic tangents. The hosts and Al riff on each other's memories with good-natured disagreement, light teasing, and self-deprecating humor. The podcast captures the playful, irreverent camaraderie that long-time listeners expect from the BOB & TOM crew.

In Summary

The episode features a lively, meandering chat with comedian Al Jackson, exploring which cultural touchstones (movies, TV, sports) endure and which don’t; how relationships change your event-going habits; the quirks of nostalgia; and, of course, plenty of humor and shared stories. Al brings sharp observations and the group’s back-and-forth keeps things fun—a great listen for fans curious about generational comedy, and the sometimes-awkward march of pop culture.