Best Jacketmedia Podcasts (2026)

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#388: It Was 20 Years Ago Today… 1:21:52

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1y ago1:21:52

1:21:52

We celebrate the 20th Anniversary of The Bitterest Pill by discussing: Chatbots can’t keep up the facade, DJ X is a fraud, passing gas immediately before work is a risky game, and Clint Eves is a bad intern. THANK YOU FOR THE MESSAGES: Lance Anderson, Grant Baciocco, Paul Barrie, Jason Tucker, Ray Slakinski, Micheal W. Geoghegan, Paul Hutchinson, G…

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#387: The Eyes Have It 59:00

1y ago59:00

59:00

I can not describe this episode. It was recorded on June 5th, and I’m writing this description on Oct. 12. So, just listen?By Dan Klass

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#386: The 90045 57:26

2+ y ago57:26

57:26

I complain about Westchester and take a shower…By Dan Klass

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#385: This Episode Has No Title 49:10

2+ y ago49:10

49:10

I recorded this episode a week and a half ago, and I don’t remember what I said…By Dan Klass

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#384: Good night, Nurse 30:44

3y ago30:44

30:44

My dad had an operation.By Dan Klass

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#383: Artificial Intelligence & Real Stupidity 38:58

3y ago38:58

38:58

I made an AI version of my voice, I am a horrible friend, and Cousin Ronny (River) is a cowboy… Cousin River’s new show is Ranch America on the Outdoor Channel, starting next month.By Dan Klass

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#382: If It’s Fixed Don’t Break It 48:12

3y ago48:12

48:12

I switched to “less expensive” health insurance, tried to get AI to make me a Me, and finally fixed the washer and dryer…I think.By Dan Klass

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#381: Cyanide & Hot Water 1:08:54

3y ago1:08:54

1:08:54

I bought a Koke Zeero laced with cyanide, got new glasses that are useless, called in “sick,” and tried to fix the leaking shower…By Dan Klass

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#380: Hugo 35:41

3y ago35:41

35:41

I talk about Hugo, our dog.By Dan Klass

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#379: A Picture Requires a Thousand Words 1:01:12

3y ago1:01:12

1:01:12

I talk about not wanting to go to the “Black Chipotle,” getting COVID twice, the proper way to write an obituary, Lighthouse Spaceship & card tricks, bald guy hair maintenance, and how I am no good at reacting to getting a traffic ticket…By Dan Klass

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#378: Don’t Call It a Comeback… 49:59

3y ago49:59

49:59

After a bit of an extended hiatus (almost 3 years?), I am back with the usual nonsense about restroom phone etiquette, rabid raccoons, the Bitterest Pill connection to possibly the greatest movie ever made, my version of TikTok, and my expertise in installing smart thermostats...By Dan Klass

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PILLBOX: The Wish Book 53:36

5y ago53:36

53:36

I talked reality with my agent. Honestly, if you’re trying to make it in show business, reality is the last thing you want to talk about.By Dan Klass

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PILLBOX: Science Fair 1:09:32

5y ago1:09:32

1:09:32

(Originally released April 21, 2011) Hudson and his friends took part in the LA County Science and Engineering Fair, and I chaperoned. No, not my first choice of chaperone, but there […]By Dan Klass

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PILLBOX: Aloha, Birthday Girl 54:07

5y ago54:07

54:07

We were supposed to go to Hawaii again this year. But, things can change. Try explaining to your 8-year-old daughter that she won’t be spending her birthday in Maui after all. Gulp.By Dan Klass

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#377: What’s a Middle-Aged White Man to Do? 1:08:41

6y ago1:08:41

1:08:41

I drove to Arizona with my eyes closed and slept with my eyes open...By Dan Klass

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#376: Somethin’s (Almost) Bruin 44:16

6y ago44:16

44:16

I went to a football game. Well, two. I think. Jimmy drove us. I "talked" sports and drank a third of a beer. And survived.By Dan Klass

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#375: We’ll Have Time (Right?) 1:04:37

6y ago1:04:37

1:04:37

I go to a wedding, I go to Michigan and I go back in time. It's good to be back...By Dan Klass

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#374: All That Jazz… (aka “Butterscotch” or “Lima Bean?”) 49:24

6+ y ago49:24

49:24

I talk about my need for a new coding system, so I know when a woman is interested in me and when she is just being polite. "What's Your '17?'" "Butterscotch?" "Lima bean?"By Dan Klass

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#373: Bumbling, As Usual 38:50

7y ago38:50

38:50

I was trying to network...By Dan Klass

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#372: The Fix Is In 50:11

7y ago50:11

50:11

All I wanted was to get some frozen yogurt on a Saturday night, and maybe get my daughter's phone fixed.By Dan Klass

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#371: The Wrong Waze Back 54:25

7y ago54:25

54:25

We went to Arizona on Christmas Day and our daughter wished for snow. Silly girl...By Dan Klass

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#370: A Fairly Special Bitterest Pill (2018) 1:04:38

7y ago1:04:38

1:04:38

This is sort of a reprise of Hudson's first appearance on the podcast way back in 2004. In this episode, like back then, we talk Christmas music, except now his voice is much deeper (and apparently so is mine).By Dan Klass

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#369: Mayday, Mayday! 42:23

7y ago42:23

42:23

We discuss my work on a new sports podcast (no, that is not a typo), sexy old ladies and getting punched in the face...By Dan Klass

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PILLBOX #242: The Bully Brigade 45:41

7y ago45:41

45:41

(April 2011) My daughter got slapped in the face at school by one of her friends. Then, the next day, a couple of boys tried to test her karate skills […]By Dan Klass

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PILLBOX #241: Made From Stuff on Earth 1:04:22

7y ago1:04:22

1:04:22

I tell a story about having to drive to Burbank to buy a telescope on the same day I had lunch with my old college friend the celebrity priest. I hit a lot of traffic on the way to lunch, so the trip to a lot longer than I expected. Or could stand.By Dan Klass

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#368: “The Perv” 39:08

7y ago39:08

39:08

I ended up writing, directing and starring in a short called "The Perv." You know what every great heist needs? A crew...By Dan Klass

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#367: Northbound for Season3 1:08:42

7+ y ago1:08:42

1:08:42

I went to Upper Michigan to do some acting I've been looking forward to for years. Don't worry, I'm still an idiot. An idiot who apparently isn't sure he can function outside the sprawl of endlessly repeating chain stores and Starbucks that is Los Angeles...By Dan Klass

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#366: Trigger Thumb Warning 51:05

7+ y ago51:05

51:05

My thumb clicks, my daughter's friend "disappeared," and...I don't know, something else. I already can't remember what I talked about in this episode...By Dan Klass

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PILLBOX: #240 – 50 Shades of Grey 56:55

7+ y ago56:55

56:55

Do you think I should worry that my kids go to school in an official tsunami danger zone? My house is in no danger, but the wave would take out my kids' school, a large marina, and The Home Depot.By Dan Klass

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#365: Tag, You’re It 46:01

8y ago46:01

46:01

I'm fat, hungry and willing to cut off parts of my body.By Dan Klass