According to the linked Wikipedia article, he did not go broke from the gold rush. He went broke because he invested the pickaxe windfall in land, and when his wife divorced him, the judge ruled he had to pay her 50%, but since he was 100% in land he had to sell it. (The article is not clear why he couldn't deed her 50% of it, or only sell 50%. Maybe it happened during a bad market, he had a deadline, etc.)

So maybe if the AI pickaxe sellers get divorced it could lead to poor financial results, but I'm not sure his story is applicable otherwise.