Watch what happens when I challenge ChatGPT to improve a terrible logo 100 consecutive times!!
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Starting with an outdated '90s clip-art disaster, I fed the AI a basic brief and asked it to enhance the design—no descriptions, no theory, just real pixels. The first result was surprisingly better than expected, but things quickly got strange. From supersized shapes and random bolding to unexpected black-and-gold monograms, each iteration pushed the logo in a new direction… sometimes better, sometimes not. This video explores how far AI can actually take a logo when you force it through 100 rounds of “improve.”
To make things even more interesting, I instructed ChatGPT to behave like the world’s most award-winning logo designer—with a massive portfolio and an ego to match. Did it help? Not really. Despite constant prompts to “improve,” many redesigns barely changed. But after 100 iterations, we finally arrived at a version undeniably better than the original clip-art logo—even if it’s nowhere near something I’d proudly sign my name to. If you're curious about AI logo design, iterative creativity, and how far artificial intelligence can push branding, this video is a must-watch.