[ywvcbk]

> His choice to set sail for the New World on August 2, 1492,

He could have just moved to Italy or the Low Countries?

> does suggest he may have not converted yet.

And he did while he was in the Americas? Why would the Castilian crown sponsor an expedition led by a known Jew and even make him governor of the newly discovered territories (note that in a few decades even converted descendants of Jews or Muslims were banned from emigrating to the new world after a few decades)