Pointless Exercise
@pointlessexercise.com
Cubs. Bears. Other stuff. Pointlessexercise.com newsletter. Pointless Exercise podcasts. Desipio Media Ventures. Formerly of The Athletic. Still surprisingly athletic.
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Pointless Exercise
@pointlessexercise.com
· Nov 22
Books
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www.desipio.com
Both of my books are on sale now. And, if you buy one (or both) and would like me to send you a free autographed book plate(s) there's an email address on this page to use for the request! www.desipio.com/books
What about his brother?
January 17, 2026 at 5:08 AM
What about his brother?
Reposted by Pointless Exercise
Reposted by Pointless Exercise
One time Sutcliffe was three of them.
Now there seven drunk guys on the stage. If you think that's the most drunks ever on a Cubs Convention stage, you are way off.
January 17, 2026 at 4:18 AM
One time Sutcliffe was three of them.
And here's more! Also free for all: The Cubs Convention got off to a dull, rushed start, but then all hell broke loose at the end. www.pointlessexercise.com/cubs-convent...
January 17, 2026 at 4:38 AM
And here's more! Also free for all: The Cubs Convention got off to a dull, rushed start, but then all hell broke loose at the end. www.pointlessexercise.com/cubs-convent...
Free for all: The Cubs have three new members of the Utility Tunnel of Fame, and two of them are still alive! www.pointlessexercise.com/the-utility-...
The Utility Tunnel is getting some new famers
Two overdue inductees and a perfect new addition
www.pointlessexercise.com
January 17, 2026 at 4:16 AM
Free for all: The Cubs have three new members of the Utility Tunnel of Fame, and two of them are still alive! www.pointlessexercise.com/the-utility-...
Heyward has out "fucked" Lester by a lot. I didn't see that coming.
January 17, 2026 at 3:53 AM
Heyward has out "fucked" Lester by a lot. I didn't see that coming.
The 2016 Cubs reunion segment on this fake Dempster talk show has turned into the Cheers post-finale segment on the Tonight Show.
January 17, 2026 at 3:50 AM
The 2016 Cubs reunion segment on this fake Dempster talk show has turned into the Cheers post-finale segment on the Tonight Show.
Jason Heyward, "I'm gonna say it, fuck it. Schwarb hit some balls over my head, on of them they boxed up on the scoreboard."
January 17, 2026 at 3:50 AM
Jason Heyward, "I'm gonna say it, fuck it. Schwarb hit some balls over my head, on of them they boxed up on the scoreboard."
Now there seven drunk guys on the stage. If you think that's the most drunks ever on a Cubs Convention stage, you are way off.
January 17, 2026 at 3:46 AM
Now there seven drunk guys on the stage. If you think that's the most drunks ever on a Cubs Convention stage, you are way off.
Jon's dropped two f-bombs tonight. One before he got drunk and one after. More are coming.
January 17, 2026 at 3:35 AM
Jon's dropped two f-bombs tonight. One before he got drunk and one after. More are coming.
Lester's a little drunk, so this should be great.
January 17, 2026 at 3:30 AM
Lester's a little drunk, so this should be great.
He's sitting next to a guy who does.
I’ll forever love Joe Maddon, but nobody loves hearing themselves talk as much as he does.
January 17, 2026 at 3:23 AM
He's sitting next to a guy who does.
I'd rather they let Steve Bartman host this show. He could wear his, too.
…while wearing his 2016 ring.
January 17, 2026 at 3:20 AM
I'd rather they let Steve Bartman host this show. He could wear his, too.
I really miss Joe Maddon.
January 17, 2026 at 3:19 AM
I really miss Joe Maddon.
Jed just told a long story about Dempster's trade to the Barves that he blocked before getting traded to Texas for Kyle Hendricks, and said, "So that's the inside story." And it's all things we knew 12 years ago.
January 17, 2026 at 2:00 AM
Jed just told a long story about Dempster's trade to the Barves that he blocked before getting traded to Texas for Kyle Hendricks, and said, "So that's the inside story." And it's all things we knew 12 years ago.
When Dempster interviews Carter on this fake talk show, it's just encourages that asshole to talk, and nobody gives two shits what he says about anything. (This also applies to Dempster.)
January 17, 2026 at 1:57 AM
When Dempster interviews Carter on this fake talk show, it's just encourages that asshole to talk, and nobody gives two shits what he says about anything. (This also applies to Dempster.)
Dempster is losing his voice on stage. It's honestly the first thing he's done that I've enjoyed.
January 17, 2026 at 1:49 AM
Dempster is losing his voice on stage. It's honestly the first thing he's done that I've enjoyed.
Dempster's doing a fantasy football skit and it's just as painful as you'd think. But at least it's dragging on way too long.
January 17, 2026 at 1:46 AM
Dempster's doing a fantasy football skit and it's just as painful as you'd think. But at least it's dragging on way too long.
Dempster with a frequent and egregious use of the word "we" while discussing the 2016 Cubs.
January 17, 2026 at 1:42 AM
Dempster with a frequent and egregious use of the word "we" while discussing the 2016 Cubs.
Will their frivolous spending never end?
January 17, 2026 at 1:08 AM
Will their frivolous spending never end?
Shawon Dunston stops the ceremony to point out every current Cubs player he's in better shape than. And it's most of them.
January 17, 2026 at 12:47 AM
Shawon Dunston stops the ceremony to point out every current Cubs player he's in better shape than. And it's most of them.
Cole: "You know him! It's Gavin Hollowell!"
No, they don't.
(Then Cole calls him Gavin Holloway.)
No, they don't.
(Then Cole calls him Gavin Holloway.)
January 17, 2026 at 12:37 AM
Cole: "You know him! It's Gavin Hollowell!"
No, they don't.
(Then Cole calls him Gavin Holloway.)
No, they don't.
(Then Cole calls him Gavin Holloway.)
Was hoping Happ would fall off the stage.
January 17, 2026 at 12:35 AM
Was hoping Happ would fall off the stage.
Cole Wright: "I call this guy Miguelito" because I'm a babbling dipshit.
January 17, 2026 at 12:29 AM
Cole Wright: "I call this guy Miguelito" because I'm a babbling dipshit.
Few radio broadcasts have ever been as good as Vince Lloyd and Lou Boudreau.
Always been disappointed he never won The Frick Award
January 17, 2026 at 12:22 AM
Few radio broadcasts have ever been as good as Vince Lloyd and Lou Boudreau.