Podcast: Tim Herbig on product strategy in the AI era — when features get cheap, picking wrong gets expensive

aakashgupta · x · 2026-10-26

Aakash Gupta releases the full 72-minute episode with product strategy coach Tim Herbig on building AI-era product strategy, using a fictional used-car marketplace as a worked example. The framing: Pieter Levels shipped 10x his normal output with Claude Code ('the bottleneck is me and my creativity'), yet when John Cutler asked a CEO claiming 100x effectiveness whether demand grew 100x, the answer was crickets. Core thesis: when features get cheap, not choosing the right feature becomes more expensive.

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