Laugh with Me with Jeremy Odem

Episode: Story time with JO #6
Release Date: October 27, 2025

Episode Overview

In this “story time” edition of Laugh with Me, comedian and host Jeremy Odem spins a relatable yarn about technology struggles, multitasking, and the chaos of prepping for big changes—namely his podcast’s move to iHeartRadio. With his trademark self-deprecating humor, Jeremy lets listeners ride shotgun on a distinctly modern odyssey: trying (and repeatedly failing) to update his iPhone so he can send a logo file. Along the way, he riffs on aging, delegation, viral memes, pop culture, and the peculiar existential crises triggered by waiting for a loading bar.

Key Discussion Points & Insights

1. Big News: Joining iHeartRadio

• Jeremy opens with excitement (and some chaos) about Laugh with Me signing on to iHeartRadio.
• The new partnership means updating podcast logos and branding, a task stymied by Jeremy’s phone woes.

“We’re joining iHeartRadio. Huge deal, huge deal for the pod. But here’s the thing…I do the majority of my work straight from my iPhone…The storage on my iPhone became so full that I couldn’t update my Photoshop app…So now I’m stuck, trying to get them the logo file they need.”
— Jeremy (03:10)

2. The Great Phone Update Saga

• Jeremy gives a blow-by-blow of attempting to update his iPhone for hours so he can access needed Adobe files.
• Describes tech headaches: incompatible apps, forgotten passwords, unclear progress bars.
• Turns a typical tech tale into a comedy routine about modern frustration, aging, and feeling “left behind.”

“I have never felt older than when I could not figure out how to connect [my phone] to iTunes. That was legitimately like 30 minutes of my day trying to figure out and connect it…Google’s like, ‘just do this, this, and this.’”
— Jeremy (07:30)

“Once it’s done, I’ll move on, and it was never like I had this lost time. But in the meantime, as I’m living in it, I feel like I’m in this weird time warp where nothing matters.”
— Jeremy (15:44)

3. A Manager’s Mindset: The Art of Delegation

• Draws on his old grocery management days to discuss the challenges of running everything solo as a podcaster.
• Reflects humorously on missing the ability to delegate tasks.

“You run big grocery stores or big retail operations…you generally have people available to you...you can be like, ‘Hey, I need you to do this.’ A big part…is delegating—seeing the big vision as you’re handing off the little tasks.”
— Jeremy (14:40)

“I’m sitting here trying to run this conglomerate by myself. I can’t do that. Stick to the jokes, Johnny, stick to the jokes.”
— Jeremy (15:13)

4. Podcasting Throwbacks & Recommendations

• Recommends listeners check out the “Rewind” Tiger King episode, especially the full phone interview with Joe Exotic from prison and the follow-up recap with Jeremy’s brother.

“What’s great about that episode…if you haven’t listened to the Tiger King episode, this has the full interview with Joe Exotic from prison. He called in from prison. But it also has the full episode right after it when Kyle and I discussed the phone interview…”
— Jeremy (16:00)

5. Pop Culture and Meme Breaks

• As Jeremy waits for software to update, he scrolls his phone and riff on current events and viral memes for comic relief.
• Highlights include a misunderstanding about “Five Guys” burgers, Fergie’s comeback performance, and the latest with the Jonas Brothers.

Memorable Interlude:
At (25:02), Jeremy recounts a hilarious movie interview clip where a British reporter confuses “Five Guys” the burger joint for something much more salacious.

“What’s a Five Guys? …Both of you guys’ eyes are like, ‘Five? That’s a lot of…Really? Five? Wow!’”
— Jeremy, imitating the actors (25:19)

• Nods to Fergie's return at a Ludacris concert and Kevin Jonas’ first solo single.
• Tosses in light sports/pop culture news and plenty of one-liners.

6. Unintentional Existentialism

• Jeremy reflects on the oddly profound feeling of lost time and purpose while waiting for tech to cooperate.
• Connects this universal mood to listeners:

“Do you guys have these existential crises while you’re updating your phone? That’s where I’m at.”
— Jeremy (15:59)

7. Victory…Sort Of

• Near the end, after more than two hours, Jeremy’s “pie chart” finally fills up…but it was only the backup step, not the update.

“We did it, Johnny. Son of a—That was just the backup. All right, now we’re gonna try to update this thing.”
— Jeremy (32:05)

Notable Quotes & Memorable Moments

• On Technology:

  “People are, ‘Oh my gosh, Jeremy, you’re so good with this stuff.’ I’m like, I know. I’m not some old guy who doesn’t understand technology. You can teach this dog new tricks. … Today, man, today it’s all questionable.”
  — Jeremy (11:28)

• On Aging:

  “Any time you’re dealing with health situations, you tend to feel older…Like your body’s breaking down. I have never felt older than when I could not figure out how to connect…”
  — Jeremy (07:25)

• On Delegation (or lack thereof):

  “I’m sitting here trying to run this conglomerate by myself. I can’t do that. Stick to the jokes, Johnny.”
  — Jeremy (15:13)

• On Existential Waiting:

  “You feel like you’re in this weird time warp where nothing matters… and I’m just gonna lose all this time in my life… Do you guys have these existential crises while you’re updating your phone?”
  — Jeremy (15:44, 15:59)

• Pop Culture Riffing:

  “Fergie, Ferg, she had her time, man. Black Eyed Peas, they had that one album… Fergie comes out, goes solo with just hit after hit after hit…”
  — Jeremy (27:50)

Key Timestamps

• [01:11] – Jeremy welcomes listeners, reveals iHeartRadio news, and introduces the main story.
• [03:10 – 16:00] – Tech update saga: iPhone frustrations, delegation talk, health asides, and existential dread.
• [16:00 – 19:19] – Podcast listening recommendations and reflections on the Tiger King bonus episode.
• [25:02] – “Five Guys” interview clip/meme riff.
• [27:50] – Fergie’s comeback, Jonas Brothers’ news, celebrity updates.
• [32:05] – Update “victory” turns out to be just a backup, not an update.

Episode Takeaways

• Relatability: Jeremy’s mix of humor, self-awareness, and exasperation makes his update woes universally relatable.
• Comic Timing: Every technical frustration is mined for laughs, with Johnny serving as straight man and foil.
• Podcasting Behind-the-Scenes: Offers an endearing peek into the (often clumsy) logistics behind independent podcasting.
• Pop Culture Pulse: Jeremy’s “scroll breaks” keep the energy light and the conversation timely.
• Listener Invitation: He invites his audience to subscribe so they can follow the pod’s journey with him to iHeartRadio—and not miss a (potentially delayed) moment.

For Listeners

If you enjoy comedic storytelling fueled by modern mishaps, self-deprecating banter, and running commentary on tech, aging, and pop culture, this episode will make you laugh in solidarity and maybe feel a little bit better about your own digital disasters.

(Advertisements, intro, and outro segments have been omitted from this summary.)