No, it would probably be one of the weakest in the classic era no matter what.
It would completely ruin the grounded reality of the first eight seasons.
It would probably be funnier than what it actually is, but I don't think it could ever be good.
There are some classic episodes that would go horribly wrong in the post classic era like Rosebud, Lisa vs Malibu Stacy, Homie the Clown, etc because what made them work was that magic inspiration every writer seemed to have during the classic era even if the premises could go terribly wrong and they'd probably be awful if produced later in the series. But even those episodes have stronger premises than Moe Goes From Rags to Riches.