Holmberg's Morning Sickness - Arizona Episode Summary: July 25, 2025 Episode Title: Glen Emails That He Accidentally Sent A Dick Pic To A CoWorker - w/Follow Up Update

Introduction

In this episode of Holmberg's Morning Sickness on 98 KUPD, hosts John Holmberg, Brady Bogen, Bret Vesely, and Dick Toledo delve into a humorous and awkward workplace mishap involving an accidental email. The episode combines light-hearted banter with relatable workplace scenarios, providing both entertainment and insightful commentary for listeners.

Accidental Dick Pic Incident

The episode kicks off with John Holmberg sharing a personal story about an embarrassing email mishap:

John Holmberg [00:40]: "I accidentally sent a dick pic to a coworker last night. I'm divorced and have been having phone sex with a girl I met online. Meanwhile, my coworker texts me needing a ride to work."

John explains how his attempt to coordinate rides led to a mix-up where a suggestive video meant for his online partner ended up in his coworker's inbox.

John Holmberg [01:50]: "I sent her the video, which was just me tugging. My coworker responded an hour later asking if I was excited to give her a ride. I'm 49, she's 30, and I'm wildly embarrassed."

Hosts' Reactions and Advice

The hosts react to John's predicament with a mix of humor and advice:

Brett [02:21]: "Get there at 7:15."

John Holmberg [02:52]: "You're a divorced man who just accidentally hit the honey pot. You send a dick pic unsolicited to someone who didn't expect anything, and you get a compliment saying, 'Hey, nice rod.'"

Brady Bogen [03:10]: "You're blitzing. We're blitzing. It's a zero. We're going all zeros on this."

The hosts engage in a playful football metaphor, comparing John's situation to a risky play in a game. They suggest owning the mistake confidently rather than being apologetic.

John Holmberg [04:05]: "Send a dick pic to somebody who just said, can I have a ride to work. You send back a video of yourself jerking off, and they're like, 'Never mind, I'll get someone else.' That's usually when you know you screwed up."

Brady Bogen [04:38]: "Blitz is risky."

Brett [05:12]: "I'm coming."

The conversation highlights the importance of timing and confidence when addressing accidental mishaps, all while maintaining a comedic tone.

Follow-Up Update

Later in the episode, John provides an update on the incident, revealing a surprisingly positive outcome:

John Holmberg [07:03]: "I got a follow-up from Glenn yesterday who took that accidental dick pic and sent it to that girl and took her to where? Listen, it's pretty good. He says, 'I went to pick her up, and she was quiet on the ride to work. It got weird. When we parked, I apologized, and she laughed it off. Later, she invited me in, we had a couple of drinks, and ended up making out.'"

John reflects on the unexpected positive reaction, cautioning listeners against sending unsolicited explicit images at work but acknowledging that, in his case, it surprisingly worked out.

John Holmberg [08:14]: "We haven't been pushing them out enough. They haven't been doing their job."

Brady Bogen [08:23]: "And that's where it ends up, where one guy's like, 'Why do the picture when I'm sitting next to her on an airplane?'"

The hosts discuss the fine line between accidental missteps and intentional flirtation, emphasizing the unpredictability of such interactions.

Additional Anecdotes and Banter

The conversation shifts to other topics, including the material composition of money and humorous takes on everyday mishaps:

John Holmberg [14:00]: "I was washing clothes and realized that the paper receipts from my trip to Vegas had turned into dust after going through the dryer. But the $20 bills were fine. Why don't we make all our stuff out of that?"

Brett [17:00]: "Somebody said money's actually made out of cotton."

John Holmberg [17:03]: "Is that right? Well, maybe it's a blend of cotton and poly. People should know this; we're all on our phones trying to figure out if cotton is right."

The hosts humorously explore the durability of currency, tying it back to their earlier discussions and showcasing their chemistry through lighthearted debates.

Conclusion

The episode wraps up with the hosts reflecting on the day's discussions, reinforcing the blend of humor and relatable content that Holmberg's Morning Sickness is known for. John's initial tale of an email mishap evolves into a broader conversation about confident communication and the unpredictable nature of workplace interactions.

John Holmberg [21:03]: "You guys are just dicks. That's a legitimate question."

Brett [20:52]: "I consider this a learning moment."

Through candid storytelling and engaging dialogue, the hosts provide listeners with both laughs and thoughtful takeaways on navigating awkward situations with grace and humor.

Notable Quotes with Timestamps

• John Holmberg [00:40]: "I accidentally sent a dick pic to a coworker last night."
• Brett [02:21]: "Get there at 7:15."
• John Holmberg [02:52]: "You send back a dick pic unsolicited to someone who didn't expect anything."
• Brady Bogen [03:10]: "We're blitzing. It's a zero."
• John Holmberg [07:03]: "It worked. She invited me in, and we ended up making out."
• John Holmberg [14:00]: "Why don't we make all our stuff out of that?"
• Brett [17:00]: "Somebody said money's actually made out of cotton."

Closing Remarks

Holmberg's Morning Sickness continues to deliver engaging and entertaining content by blending personal anecdotes with insightful discussions. This episode, centered around an unexpected email mishap, highlights the show's ability to turn awkward moments into humorous and relatable conversations.

Tune in to future episodes of Holmberg's Morning Sickness on 98 KUPD to stay entertained and informed with Arizona's #1 Morning Radio Show.