You Can't Win

You Can't Win

Donald Hughes

English Comedy Explicit
Episodes 100
Avg. Duration 1h 18m
Activity Highly Active
Apple Rating 4.5 (148)
Since Nov 2020
Latest Episode Jun 2026

Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
70%
Hosting
youcantwin.info

Contact & Outreach

About This Podcast

We're Tom and Donald. We are two trolls that are trying to make sense of the world through conversations about the traps and scams that surround us.

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Recent Episodes

Episode 185 - AOR3E6 Liberation

Jun 03, 2026 1h 51m

We wrap up the final sections of Aesthetics of Resistance Volume III by Peter Weiss, from p. 209 to the end. Socialists fight over culture as the basis of a free Germany but no one can agree with…

Episode 184 - AOR3E5 Red Orchestra

May 10, 2026 1h 48m

Art, class and reliability... individual destiny and history... weighty stuff as the notes from the anti-fascist underground during the Second World War come to a climax. This Aesthetics of…

Episode 183 - I Love the Dialectic

Apr 22, 2026 1h 1m

We chat about our fairly boring Springs, including Toronto sports, and Tom does an update on his recent reading, including Dostoevsky and Jameson. Mentioned: The Brothers Karamazov by Fyodor…

Episode 182 - AOR3E4 Political Disaster

Apr 08, 2026 1h 20m

Our fourth episode in our read-along for The Aesthetics of Resistance: Volume III, up to page 164 (Part II). Next AOR episode will be up to page 209. The war enters a new phase and there's some…

Episode 181 - South of the Border

Mar 25, 2026 49m

We check in about Tom's trip to Mexico, minor life updates and the news. Tom is still a bit sick so we had to cut this one somewhat short but we'll be back soon. Next Aesthetics of Resistance Volume…

Episode 180 - AOR3E3 Melancholy and the Infinite Sadness

Mar 03, 2026 1h 21m

We talk about pp 90 to 131 of Aesthetics of Resistance Volume 3 by Peter Weiss. The resistance to German fascism enters a new stage as isolated Communists struggle to find ways to be helpful. The art…

Episode 179 - Sunrise Sunset

Feb 22, 2026 59m

We chat about Ramadan and Lent, fitness and travel, investing in leftist coin Avi Lewis, and a mini-review of NTBTSTM.

Episode 178 - AOR3E2 The Scale of the Danger

Feb 11, 2026 1h 37m

We talk about up to page 90 in Aesthetics of Resistance Volume 3 by Peter Weiss in our read-along group. Then at about 57 minutes we chat about the Epstein debates and a few mini-reviews. Next…

Episode 177 - Copy of a Copy

Jan 30, 2026 1h 38m

We talk about Tom leaving his job, the schizophrenia of Long 2026 and frustration over how politics works, trolling by competing in good deeds, and some mini reviews. Mentioned: The Time that…

Episode 176 - AOR3E1 Happy New Year

Jan 12, 2026 1h 31m

After our resolutions we jump into Aesthetics of Resistance by Peter Weiss, volume 3, a novel about art and fighting fascism in Europe during 1930s and 40s. We get up to page 44 in our first episode…

Episode 175 - Best of a Bad Year 2025

Dec 28, 2025 1h 22m

We chat about our favourite movies, podcasts, games, moments and books of 2025 as we get ready to say goodbye to a pretty bad year. Tom's Top Five Books: 5 Poetry of Rilke (Ed Snow trans.) 4…

Episode 174 - Negative Theology

Dec 14, 2025 1h 10m

We chat about whether prediction markets are forbidden, Herbert McCabe on the goodness of God, some Mubis and some books. Faith Within Reason by Herbert McCabe, OP. Oslo, August 31st. Wendy and…

Episode 173 - Old Fat Guy Updates

Nov 29, 2025 59m

We chat about the beginning of the end of the year, Herbert McCabe and the relationship between faith and reason, the movie Post Tenebras Lux and that show with Mussolini, and some stories out of…

Episode 172 - Green Grass Target Emissions Reductions

Nov 19, 2025 55m

What the heck are Green Gras Target Emissions Reductions. Okay, I was tired. This ep' we talk about some recent newsy stuff (Canada, Epstein) and then get into books, including the awful new…

Episode 171 - Making Popcorn

Nov 07, 2025 1h 8m

We chat about baseball, our new kawaii (cute) mini-PCs, politricks and a bunch of books. Mentioned (mostly book hauls): The Mass Psychology of Fascism by Wilhelm Reich Listen, Little Man! by Wilhelm…

Episode 170 - Time Share Politics

Oct 26, 2025 1h 17m

We chat about baseball, health, One Battle After Another and some recent adventures in populism.

Episode 169 - Himmler in the Sauna

Oct 12, 2025 58m

We chat about da yankees losing, (temporary) peace in Gaza, European gunners and AI, and a few books. Mentioned: Listen, Little Man! by Wilhelm Reich (thanks to Hermitix podcast) Kaputt by Curzio…

Episode 168 - AOR2E10 The Empire Strikes Back

Oct 05, 2025 59m

We wrap up our discussion of Aesthetics of Resistance Volume 2 by Peter Weiss. Most of the other, older episodes of this series are available through the Patreon.

Episode 167 - It is 1993

Sep 30, 2025 1h 15m

We chat about baseball, Israel's final years, and Tom's take on Schattenfroh so far. Mentioned: Is Irish hip-hop trio Kneecap still banned from entering Canada? Were they ever? It's unclear by Raffy…

Episode 166 - Aesthetics of Resistance Volume 2 Read Along

May 26, 2025 1h 49m

Tom and Don start our reading of Aesthetics of Resistance Volume 2 by Peter Weiss, a novel about art and communist resistance to fascism. In this episode we get oriented and work through the first 28…

Frequently Asked Questions

How many episodes does You Can't Win have?

You Can't Win has published 100 episodes since November 2020, covering topics in Comedy.

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You Can't Win is currently highly active with new episodes every 2 weeks. Average episode length is 1h 18m.

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