The Bert Show – Full Show PT 3: Wednesday, January 21 [Vault]

Date: January 21, 2026
Podcast: The Bert Show (Pionaire Podcasting)
Host/Cast: Bert, Kristin, Abby, Cassie, Tommy, & guests

Episode Overview

This episode offers the classic Bert Show blend: celebrity interviews (including a lively and candid chat with 50 Cent), dramatic and funny listener relationship dilemmas, personal anecdotes, and community connections. The team keeps the morning radio energy high and real, moving seamlessly from pop culture to deeply personal audience calls and quirky community stories.

Key Segments & Discussions

1. Interview with 50 Cent: On Success, Criticism & New Ventures

Timestamps: 00:00 – 20:49

Highlights:

• "Get Rich or Die Tryin'" Release & Public Reaction:

  • 50 Cent discusses the big day for his film release, the pressure, and the surrounding controversy, especially over the movie’s marketing and its use of guns.
    Quote:

    “It's a gun on the poster. How often have you seen a gun used for marketing for a film?... But, I mean, look at The Rock, got something coming out right now with a huge gun on the cover. The Matrix, Doom... Everybody's sold guns before on advertisement for a film.” – 50 Cent (04:45)

• Responsibility in Art

  • On whether he feels a sense of social responsibility for his music’s influence:

    “My responsibility is to write the true perspective of what goes on there... these are standards that are placed on music... that aren't placed on any other form of entertainment.” – 50 Cent (06:06)

• Staying Focused Amidst Criticism:

  • 50 Cent identifies losing focus as the true danger to his career:

    “Can't nobody do nothing to me that hurts my situation outside of myself. And that's me not being focused and creating the best possible product.” (08:16)

• Success Abroad vs. the US:

  • He finds international crowds more appreciative:

    “People overseas... have to make a decision to enjoy hip hop as an art form. They have to search for it... The energy level is higher... In the US everybody feels like they have what it takes... they watch from a critic standpoint.” (10:31)

• Industry Awards & Perception:

  • Discusses being denied Best New Artist, Kanye West’s rise, and industry “politics.”

    “My music outperformed everybody's, but they decided not to give me best new artist at the Grammy... Now, Kanye West, when he came, he came right after that... It's easier.” (13:30)

• The Movie as a Marketing Tool, Personal Involvement:

  • 50 Cent reveals the film is about 75% based on his true life and more of a tool to connect with fans and promote his music:

    “It's an opportunity to draw my base closer to me, for them to understand some of my experiences. They learn more about my past. They'll understand why I'm making the decisions I'm making in the future.” (15:50)

• Entrepreneurial Hustle:

  • Beyond music and movies, 50 lists a flurry of ventures: sneakers ("RBK G63"), video game (“Bulletproof”), and more.

    “And I got my new sneaker through RBK. The G63 will be in stores November 10th. My video game Bulletproof... November 15th. Watches... November 22nd. Got a lot of things going on.” (19:31)

• Notable Moment:

  • 50 and the crew joke about creating a “Bert Show shoe.” (20:27)

2. Listener Drama: The “Divorce Ring” Dilemma

Timestamps: 21:01 – 37:50

Situation:

Michelle, a listener, seeks advice when her ex-husband asks for her wedding ring/diamond to propose to his new girlfriend—in exchange for writing off $1,300 owed by Michelle from a child support overpayment.

Key Moments:

• The Offer & Emotional Tug-of-War:

  • Michelle’s ex frames the ring as a way to balance debts; Michelle is torn about the ring's meaning for her children. The Bert Show team and callers react with disbelief, humor, and practical advice.

    Quote:

    “He says, I tell you what he says, this is my proposal. If you give me the wedding ring, I'll say we're even, we're square, you don't owe me a dime, and I'll even go as far as to give you back the money you've already paid me, which is about 150 bucks…” – Michelle (26:03)

• Advice From Hosts & Listeners:

  • Most say: keep the ring, pass it down to her daughters, or at least get any agreement in writing if she does proceed.

  • Callers debate the symbolic value of the ring, the “bad karma” argument, and criticize the ex for penny-pinching over his own kids.

  • Humorous suggestions: buy a cheap diamond and pass it off as her ring’s stone to the clueless ex.

    Quote:

    “I think that's a fantastic suggestion from Jen because that way you have the band to give to your daughter...” – Cassie (31:03)
    “That's probably way true. Right there… Actually thinking about going to ball machine and getting one out of there.” – Michelle jokes (33:22)

• Legal Gray Area:

  • Michelle clarifies that repayment arrangements were somewhat informal and that enforcement would be costly and petty.

• Consensus:

  • Keep the ring or the band, set clear terms, and protect her interests and her children.

3. Listener Story: The “Italian Curse” & Singing Telegram Side Hustle

Timestamps: 38:00 – 47:21

Dina’s Wild Ride:

• Family Curse Backstory:

  • Dina, another listener and recurring show character, describes a lifetime of bizarre misfortune she attributes to a “mlach” (malocchio, or evil eye)—a supposed Italian curse placed on her by a jealous cousin.

  • Stories include medical misdiagnosis for her child (“boy in a bubble” disease, which turned out to be false), tragicomic episodes, and even stumbling upon a dead body but feeling “totally unaffected.”

    Quote:

    “Any halfway successful Italian girl is in danger of the mlach... you wear your Italian horn to protect yourself. But mine broke, and she thinks that's when it happened.” – Dina (39:17)

• Coping & Moving Forward:

  • She claims her attitude saves her:

    “I think that my attitude towards it just makes it better. Like, nothing really fazes me anymore.” (44:39)

• Entrepreneurial Turn:

  • Despite the misadventures, Dina launches a singing telegram business, “Poetic Justice,” and the show offers airtime to help jumpstart it.
  • The crew jokes about “sings” for every possible occasion, even relationship revenge.

4. On-Air Singing Telegram: Wake-Up Call for a Snooze-Happy Husband

Timestamps: 47:21 – 52:22

The Situation:

Listener Kathy complains her husband Shane hits the snooze button repeatedly, disturbing her sleep.

How It Unfolds:

• Setup:

  • The team calls Shane live, waking him, and delivers a custom singing telegram from Kathy (courtesy of Dina’s new business) essentially warning him to stop snoozing—or face a halt in “getting play.”

    Quote:

    “The clock is set for 6am, oh, every day now. Then you push the snooze and go back to dreaming and that's not okay now... 'cause she will snooze, snooze, snooze, next time you try to get some play.” – Dina's singing telegram (50:57)

• Immediate Aftermath:

  • Shane is groggy, confused, and not pleased. The crew and Kathy laugh it off, hoping the musical intervention solves her problem.

Notable Quotes

• On Overcoming Criticism:

  “At the end of the day, you know, I realized that they only doubted me because generally people in the public don't believe in themselves.”
  – 50 Cent (09:43)

• On Awards & Success:

  “Ambition is not a learned behavior. I think it's a part of a person's character. And for me, what makes me happy is creating a new goal and accomplishing it.”
  – 50 Cent (14:23)

• On Family Heirlooms:

  “If the children want the ring, you shouldn't give it to him. But if he's willing to sign off $1300 and give you the money back you've already paid him for a $200 ring, give him back the ring and get it in writing.”
  – Listener Donna (30:19)

• On Adapting To Life's Weird Turns:

  “Like, I just laugh about everything. Nothing upsets me. I have more... there's another layer...”
  – Dina (43:50)

• On Relationships & Annoyances:

  “This is the kind of thing that is real small when you first get married, you know, but then as time moves on, that snooze, that was acceptable because you're so in with love, the beginning just becomes louder and louder and louder the longer you get married.”
  – Bert (48:56)

Segment Timestamps

| Section | Highlights | Start | |--------------------------------------|---------------------------------------------|---------| | 50 Cent Interview | Music, movies, criticism, business hustle | 00:00 | | Listener “Divorce Ring” Drama | Ex asks for ring for new fiancée | 21:01 | | Dina’s “Italian Curse” & Business | Life misadventures, new singing telegram | 38:00 | | On-Air Singing Telegram | Kathy vs. husband's snooze button | 47:21 |

Tone & Style

The Bert Show’s hallmark humor, warmth, and authenticity come through in every conversation—whether offering industry insight with 50 Cent, tangling with bizarro listener situations, or lampooning life’s little annoyances. The hosts are empathetic, playful, and, above all, real.

Summary Takeaways

• The Bert Show walks the line between pop culture, real-life messiness, and community fun.
• 50 Cent provides sharp takes on fame’s double-edge, industry politics, and creative drive.
• Listener segments deliver ample drama and relatability, ranging from divorce debts to family folklore curses.
• Singing telegrams become an unexpectedly cathartic and comedic tool for relationship grievances.
• Above all, the show stays true to its mission: making mornings bearable by keeping it real and funny.

For more engaging real talk and community connections, catch the daily Bert Show episodes on your favorite platform.