The Bobby Bones Show – "25W: Bobby Gives Eddie His Christmas Gift! + The Guys Are $6K in the Hole After the Worst Weekend in Recent Fan Memory + Top 25 Worst People to Ever Live"

Date: December 15, 2025
Host: Bobby Bones
Podcast Segment: 25 Whistles

Episode Overview

This episode is a lively blend of Christmas cheer, football heartbreak, and debate over history’s worst people. Bobby gives cohost Eddie a unique Christmas gift, the team mourns a disastrous week in their betting money league (now $6,000 in the red), and they cap it off with an interactive game listing the "Top 25 Worst People to Ever Live." The episode’s tone shifts between playful banter, self-deprecating humor, nostalgia, and the occasional deep dive into pop culture and infamous historical figures.

Key Discussion Points & Insights

1. Bobby’s Christmas Gift to Eddie (04:11–07:16)

• Bobby surprises Eddie with a flamethrower (from TikTok Shop), including four butane tanks for full functionality.
  • Eddie is excited but slightly confused about how to set it up.
  • “Dude, yes, it’s the flamethrower!” – Eddie (04:45)
  • Bobby goes the extra mile to include the necessary tanks, likening the disappointment of opening gifts and not having batteries.
  • Playful warnings about not testing it indoors.
  • Some troubleshooting over whether the tanks are the right type.
    • “We’ve talked about ChatGPT... man, [it’s] not always right.” – Eddie (06:57)
  • The gift becomes a running joke as the flames become a metaphor for their current financial hole.

2. Money League Mayhem: Down $6,000 (07:16–13:13, 20:54–24:10)

• The big news: Their money league is in disaster, losing $6,000 after a brutal week.
  • They recount how at first the league was down "only" $3,900 (07:25), but the math keeps getting worse.
  • Calls with Matt (the league's admin) to clarify the numbers, but the news doesn’t improve.
  • “We're down $3,900 dude, what on earth!” – Bobby (07:53)
  • The playful threat of having to take second jobs (McDonald’s, etc.).
  • Betting breakdowns: Chiefs, Patriots, and Bucs need to win big to have a hope.
  • “Right now, it’s six thousand bucks, so that’s $1,500 from each of you and $3,000 for me.” – Bobby (11:46)
  • Anxiety about having to pay after the Super Bowl, not before Christmas.
  • Eddie jokes: “The $6,000. I’m going to say $6,000 hurts more than the Cowboys missing the playoffs.” (32:03)

3. NFL & Fantasy Disasters: Season Recap (13:13–25:42)

• NFL heartbreak and betting lamentations:
  • Losing key players (Mahomes, Burrow), playoff hopes dashed.
  • Comparison between Brady/Mahomes career arcs as both suffer injuries at the same point in their trajectories.
    • “Exactly the same for the new goat.” – Bobby (23:12)
  • Frustration over weather-affected games and the dome debate.
  • “It’s always about me and my life, how I feel. My feelings are extremely selfish—because they’re my feelings.” – Bobby (24:29)
• Fantasy frustrations:
  • Missed parlays, betting prop disasters (e.g., Jalen Hurts pulled early: “…this is the easiest prop ever… I lost a thousand bucks on that.” − Bobby, 33:10-33:18)
  • Cowboys’ collapse, recurring theme of dashed hopes.

4. Pro Wrestling: John Cena’s Farewell (13:37–20:33)

• Discussion on John Cena’s final match:
  • Emotional moments as he walks out to his entrance music.
  • Mixed reviews of the production quality (“…looks a bit more cinematic... this [event] looks like it's shot with webcams.” − Bobby, 13:52)
  • Cena’s tradition of “going out on your back”—losing to help elevate other wrestlers at the end of a career.
  • “He kind of looked at the camera, half-smile… and then went and tapped out.” – Bobby (17:20)
  • Analysis of wrestling’s evolution, the difference between “heels” and “faces,” and nostalgic nods to 90s WWF.

5. Pop Culture & Music Lists (Millennium Touring Artists) (34:20–37:37)

• A game to guess the top touring artists since 2000:
  • Some difficulty guessing acts with the most longevity and touring power.
  • Answer Key: Coldplay, U2, Ed Sheeran, Dave Matthews Band, Taylor Swift, Bruce Springsteen, Elton John, etc.
  • “I thought you guys would get U2 for sure. Yeah, they’re... I didn’t—yeah. Stupid, they’re stupid idiots.” – Bobby (37:25)

6. Top 25 Worst People to Ever Live: The Game (37:32–50:14)

• Interactive group game, guessing history’s worst villains as ranked by the internet:
  • Hitler, Stalin, Saddam Hussein, Osama bin Laden, Mussolini, etc.
  • Debates and jokes over famous tyrants, with some lighter moments (“He just choked the crap out of people everywhere... that's why it's called the Himmler Maneuver.” − Bobby & Kevin, 42:10).
  • Short crash course on cult leader Jim Jones and Jonestown.
  • Reflection on Genghis Khan, Vlad the Impaler, and the nature of evil across history.

Notable Quotes & Memorable Moments (with Timestamps)

• On the Money League Woes:

  • "We’re down $3,900 dude, what on earth! …Every team we had lost this week… what are we going to do?” – Bobby (07:53–08:02)
  • “I'm going to say $6,000 hurts more than the Cowboys not making the playoffs.” – Eddie (32:03)

• Gift-Giving Banter:

  • “It's the flamethrower, dude! …and I even got the tanks.” – Bobby (04:45–04:59)
  • “What am I gonna burn with this?... look cool in front of your kids.” – Eddie & Bobby (05:19–05:24)

• On John Cena’s Retirement:

  • “He kind of looked at the camera, half-smile… and then went and tapped out.” – Bobby (17:20)
  • “Going out on your back… that’s how wrestlers retire.” – Bobby (17:03)

• When the Cowboys Eliminated Themselves:

  • “How does that make you feel to be down $6,000?” − Bobby (12:52)
  • “I’m scared. I’m terrified.” – Eddie (12:54)

• On Cult Leader Jim Jones:

  • “Gave them all poison and they all just died.” – Kevin (44:06)
  • “He called it a socialist utopia… it actually wasn’t Kool-Aid, it was Flavor Aid.” – Bobby (44:09–44:20)

• Joking about Genghis Khan:

  • “Is it like naming him Hitler?” − Kevin, wondering if his neighbor’s dog “Genghis” is in poor taste (48:53–49:00)
  • “We didn’t, nobody alive saw Genghis Khan. We have people now that were affected by Hitler.” – Bobby (49:00–49:21)

Segment Timestamps

• 04:11–07:16: Bobby gifts Eddie a flamethrower; ensuing playful chaos
• 07:16–13:13: Betting breakdown and money league disaster
• 13:13–25:42: NFL heartbreak, fantasy football failures, and playoff scenarios
• 13:37–20:33: John Cena’s wrestling farewell and production debate
• 34:20–37:37: Guessing the top touring artists of the millennium
• 37:32–50:14: “Top 25 Worst People to Ever Live” group game (deep-dive into history)
• 55:26–58:13: Quick reviews of "Frankenstein," betting woes, and more “parlay pain”
• 58:13–62:37: Final roundtable thoughts, sports updates, and warm goodbyes

Additional Sports & Cultural Tidbits

• Quick Hits:

  • Troy Aikman’s NIL donation mishap at UCLA (34:02)
  • Arkansas basketball’s big win (30:43)
  • Updates on bowls and playoff expansion debates
  • Frustrations with modern football betting and fantasy luck

• Pop Culture Movie Talk:

  • "Frankenstein" & Channing Tatum film reviews (55:26–57:59)
  • Lighthearted banter about reading habits and streaming habits

Closing Note

Despite the air of financial doom surrounding Bobby and the team’s gambling exploits, the episode is filled with camaraderie, self-mockery, and good-natured competition that makes even the bleakest moments fun. The "Worst People to Ever Live" game is a standout, featuring both dark education and irreverent asides.

Fans who missed the episode will walk away understanding:

• Why the guys are in their biggest money hole ever
• The joy (and confusion) of giving someone a flamethrower for Christmas
• The emotional end of John Cena’s wrestling career
• How internet democracy ranks history’s worst villains
• The show’s unique blend of fandom, friendship, and funny, brutally honest sports talk

End of Summary