These "missteps" by this narrowly focused Pope remind us what the Christian West continues to think about the conquest of the New World (their term!), and the relationship with their Jewish and Muslim neighbors. The "most troubling pattern", if there is one, is not the one of recurrent error and backtrack sequences, but the consistent outlook that remains the norm in Western society even today.
There is a thin veneer of mostly liberal intellectuals, including a few who go overboard with cultural and moral relativism who are over-represented in the media and academia that might give the impression that the Pope is an aberration. But I suspect that he is closer to the rule than the exception.