This Week in Tech (Audio)

Podbit · This Week in Tech (Audio)

TWiT 1086: The Great Beagle Migration - Pope Leo XIV's 1st Encyclical & Ferrari's 1st EV

Explore episode May 31, 2026
News
Trump Is Making a Billion Dollars From Crypto While in Office

TWiT 1086: The Great Beagle Migration - Pope Leo XIV's 1st … · May 31, 2026 News

Molly White reveals that Donald Trump has cashed out over $1 billion from crypto holdings since taking office — not counting illiquid meme coin wealth worth billions more. A CoinDesk poll found most respondents oppose elected officials personally profiting from crypto, but only a tiny fraction were even aware Trump was doing it.

Where this was said

Google's AI Search Overhaul and the Web's Existential Crisis

At 1:08:20 · chapter starts 1:00:30

Google has gone all-in on AI Overviews, placing AI-generated answers at the top of every search result and giving users no easy way to opt back to blue links. The market response is immediate: DuckDuckGo installs jumped 30% in a single week, with Molly White reporting her own mother discovered DuckDuckGo independently. Gary Rivlin frames the deeper problem: with approximately 58% lower click-through rates to source websites from AI search, the financial model sustaining the web's content creators is collapsing. Leo Laporte confesses he has already largely stopped using search engines — his AI agents query X, Reddit, Hacker News, and his RSS feeds directly, synthesizing the top stories. The panel identifies the ouroboros problem Molly White has tracked in research: AI scrapes the web, generates AI content, the web becomes AI slop, future AI trains on that slop, and model quality degrades through 'model collapse.' Gary Rivlin quotes Mustafa Suleiman acknowledging that Microsoft is trying to avoid training on AI-generated data — but admits the distinction is increasingly hard to enforce.

Government
Citizens United and the Inevitable Capture of AI Regulation

TWiT 1086: The Great Beagle Migration - Pope Leo XIV's 1st … · May 31, 2026 Government

The panel traces a direct line from Citizens United to the impossibility of meaningful AI regulation: when money equals speech, the entities with the most money — tech companies standing to make trillions — will always write the rules. Larry Lessig has been warning about this for years. Molly White offers a rare note of hope: Maine's 75% referendum vote shows the public wants change, even if Congress doesn't.

Technology
Google's AI Search Overhaul Sends Users Fleeing to DuckDuckGo

TWiT 1086: The Great Beagle Migration - Pope Leo XIV's 1st … · May 31, 2026 Technology

Google has bet its search product on AI Overviews, putting AI-generated answers front and center. The backlash is immediate: DuckDuckGo installs jumped 30% in one week. Even Molly White's mom is using DuckDuckGo without being told to. The panel debate: is Google destroying the web ecosystem that feeds its own AI?

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