Hater Season: Caleb Wilson, Juniper and Arif Hasan
Better Offline
Cool Zone Media and iHeartPodcasts
4.6 • 687 Ratings
🗓️ 18 February 2026
⏱️ 59 minutes
🧾️ Download transcript
Summary
Better Offline’s “Hater Season” - an ongoing roundtable with tech’s greatest haters - continues as Ed talks with Kill The Computer’s Juniper and Caleb and Arif Hasan of Wide Left about prediction markets, silicon valley’s billionaire whiners, and how Anthropic is trying to redefine “profitability.”
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Arif
wideleft.football
x.com/ArifHasanNFL
arif.bsky.social
Caleb and June
https://bsky.app/profile/birdrespecter.bsky.social
https://bsky.app/profile/killthecomputer.com
https://bsky.app/profile/junlper.beer
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Transcript
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| 0:00.0 | Quarzone Media |
| 0:03.5 | You, wow, you run a tech podcast and we're talking about how everything's getting bad, yet you rely on the technology today, that the cloud-based technology. |
| 0:16.0 | You don't like backups. You don't like recording on your own personal device. It's like you don't like owning anything. |
| 0:21.4 | It's like you don't like owning anything. |
| 0:41.7 | This is an I-Heart podcast. |
| 0:43.8 | Guaranteed human. |
| 0:52.3 | Well, this is great. |
| 0:55.3 | So I was trying to read the intro to my show Better Offline, |
| 0:59.5 | but Juniper has decided that she will be leading us in today. |
| 1:00.8 | Welcome to Better Offline. |
| 1:04.2 | That's one of my very rude guests, Juniper, |
| 1:06.1 | from Kill the Computer, |
| 1:09.7 | who is here with her much less rude co-host, Caleb. |
| 1:13.6 | Caleb, William, thank you for joining us. So far. So far. Yes. Yeah, it's a competition. And of course, we've got a Rief Hassan from wide left, the football, |
| 1:19.3 | podcast plus newsletter. Well, we've come in, I brought everyone together today just to complain. |
| 1:25.7 | And I'm going to complain about the fact that my microphone |
| 1:28.2 | just fell over, which is annoying. I also want to complain that I wasn't given the opportunity to |
| 1:33.4 | invest in something called Gary's List, which is Gary Tan, who currently runs Y Combinator, |
| 1:39.4 | says, we're starting a Citizens Union for Radical Centrism. We proved local politics is wittable in San Francisco. |
| 1:46.0 | Now we're building the community to do it everywhere, news commentary, |
| 1:48.6 | and accountability for policies that affect California and our society. |
| 1:52.1 | And I'm just going to say, go fuck yourself, Gary. |
... |
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