I wonder if a more "hardcore" team, by his words, would have handled this legal case better?

To be fair, twitter ended up useful for him when he used it to buy his way into the US government and close down all the departments that were investigating his companies for breaking all sorts of laws.

Did you read the article:"...that his lawsuits had been filed too late."

And the Trump thing, which cratered his car business

Extreme smartness has its own failure modes