You mean Elon?

Did Elon seriously invest in Doge? I was assuming he was just having fun, in his own way.

Pump & dumping any investment is often very fun, at whose expense is a matter for the courts.

Do people really not automatically assume that he made money each time he mentioned it?

As someone who has made a bit of money in crypto, there's no reason I can't be really dumb and morally impaired, but lucky. I will note that moral impairment and intelligence are not highly correlated as far as I know.