They get into the $44 billion Microsoft deal Yahoo walked away from, why AI chatbots are failing publishers and what needs to change, how Yahoo Scout is trying to do search differently, and what 700 million users actually looks like in 2026.
If you think Yahoo is a relic, this conversation will change your mind.
#Yahoo #AI #Search
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If you want honest, insider analysis from the heart of tech and venture capital…you’re in the right place.
Chapters:
00:00 Spam Has Always Been the Game
00:54 Meet Jim Lanzone
02:00 Yahoo by the Numbers in 2026
04:35 Yahoo Never Actually Lost Search
05:27 The Logo That Handed Google the Internet
06:48 The Search Box Becomes the Iron Man Suit
09:31 85% Wanted Advanced Search. Less Than 1% Used It.
10:34 Yahoo Scout and the New Portal
12:52 NewFronts and Original Programming
15:45 Why AI Chatbots Need to Link Out
31:59 Resetting the Mission
33:39 AI for Getting Things Done
34:53 Is the Internet Getting Worse?
35:29 Spam, Clickbait and AI Slop
37:49 Is Optimizing for LLMs Real?
39:57 How Yahoo Curates the News
47:07 Why the News Business Is So Hard
49:36 The White Whale of Turnarounds
52:31 Scout Beta and What Comes Next