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Why a $1M Startup Wasn’t Worth Building in the Age of AI

Why a $1M Startup Wasn’t Worth Building in the Age of AI

Jean-Denis Greze, Town's CEO and former Plaid CTO, explains why he shut down a nearly $1M-revenue AI tax business for SMBs and pivoted to Town, an AI assistant that works from email and calendar. The conversation with a16z's Alex Rampell covers founder decision-making under time pressure, product-market fit, the consumer-grade enterprise thesis, token allocation as a business model, neutrality versus frontier labs, horizontal versus vertical strategy, uneven AI diffusion, and how agents may reshape commerce and advertising.

Episode 13 - The Thinking Behind Ads in ChatGPT

Episode 13 - The Thinking Behind Ads in ChatGPT

Asad Awan from OpenAI details the company's principled approach to introducing ads in ChatGPT. He explains how user trust, privacy, and control are prioritized, ensuring a strict separation between model answers and advertisements, and outlines a future where AI simplifies advertising for businesses.