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· Ep 44 Radio & Broadcasting

Stop selling radio like a fire extinguisher

Radio loves patting itself on the back for showing up during hurricanes and tornadoes. I grew up in Florida watching cones of uncertainty aim at my house, so I get why that story feels good. But building your entire pitch around being useful only when everything else breaks is a terrible way to run…

· Ep 40 Privacy & Security

Stop renting your own life back from Google, Apple, and Meta

Everyone repeats the line that the cloud is just someone else's computer, and then keeps handing over their whole life to it anyway. I get into what that actually means once you stop laughing at it: they write the rules, they change them whenever they want, and they can lock you out of your own…

· Ep 38 Media

You don't own your movies, your games, or your music

Tyler digs into why phones, earbuds, and even video games are suddenly going backward, dumb phones, wired earbuds, and vinyl are all trending up while smartphones and streaming keep getting more bloated and expensive. He walks through the polling data on Gen Z and millennials wanting simpler tech…

· Ep 35 Radio & Broadcasting

Why internet radio got too expensive for regular people

Tyler breaks down why running a small internet radio station went from a fun hobbyist project in 2009 to a legal and financial minefield today. He walks through what changed after the small webcaster provisions expired, why licensing now means dealing with multiple performance rights groups plus…

· Ep 31 Media

Plex vs Jellyfin: The Real Cost of Self-Hosting Media

Plex just tripled its lifetime pass price and put remote streaming of your own files behind a paywall, so this episode digs into what it actually takes to switch to something like Jellyfin instead. Tyler walks through the real headaches of self-hosting, from CG-NAT and Tailscale to Synology's drive…

· Bonus Business

iHeartMedia layoffs: how private equity gutted local radio

iHeartMedia just laid off hundreds of on air staff this week, wiping out local radio in markets like Springfield, Erie, and Spokane. Tyler traces how the 1996 Telecommunications Act opened the door for private equity to buy up stations, load them with debt, and strip out the people who actually…

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