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VideoNate Herk
I Told Claude to "Make it better" 100 Times (It Went Too Far)
In a YouTube video, creator Nate Herk tested Claude Code by giving it a deliberately ugly coffee shop website and instructing it to 'make it better' 100 times in a row, running the experiment twice—once with Claude Sonnet 5.5 and once with Claude Opus 5.5, both at medium effort. Each run was in a clean room (new session, no skills, plugins, or memory), so each model relied only on its own knowledge and built-in tools. With Sonnet, the model made small, careful changes across 100 rounds, generating 11 images and 2 videos at a cost of about $29.93 in API billing, with code lines growing linearly while the actual quality gains were unclear. Milestones included the first AI-generated image and mobile-ready site (round 1), the first scroll animation (round 24), and the first online-ordering form (round 32). With Opus, the model kept adding features until the site reached 21,000 lines and started breaking itself. Neither model used web search even though it could. Herk's takeaway is that AI is not naturally good at thinking outside the box, and setting vague goals leads to getting stuck around the 80th improvement, so prompting must be specific and actively drive innovation to push past the 90-100 mark.











