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Better Offline

Hater Season: Caleb Wilson, Juniper and Arif Hasan

Better Offline

Cool Zone Media and iHeartPodcasts

Technology

4.6687 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.”

Please support me by subscribing to my premium newsletter - here’s $10 off your first year of annual https://edzitronswheresyouredatghostio.outpost.pub/public/promo-subscription/84rt762qen 

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

https://x.com/canteverdie

YOU CAN NOW BUY BETTER OFFLINE MERCH! Go to https://cottonbureau.com/people/better-offline and use code FREE99 for free shipping on orders of $99 or more.

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Transcript

Click on a timestamp to play from that location

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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