The $20 Billion Irony: Perplexity’s Big Bet on Not Selling Your Attention
There’s a certain kind of irony that only the tech industry can produce — the kind where a company shoots toward a multi-billion-dollar valuation by saying no to the thing that made the internet rich in the first place. That’s where Perplexity AI currently stands: reportedly valued around the $18–20 billion range, and now making a very public pivot away from advertising — even though advertising is what built giants like Google into empires. On paper, it’s simple: ads might damage user trust, so Perplexity wants to build a business model where the answers feel unbiased and the money comes from subscriptions instead. In reality? That’s where the story gets weird, ironic, and extremely interesting. This isn’t just a business decision. It’s a philosophical gamble on the future of the internet. And like all big bets in tech, it comes wrapped in contradictions. Chapter 1 — The Anti-Ad Revolution (From a Former Ad Experimenter) Let’s start with the part that makes this twist deliciously ir...