I am wondering if there was any shift or big revelations about logic that occurred in the history of philosophy. I am thinking it's highly likely, because if you read some of the thinkers during antiquity and even as far as the turn of the 19th century, you will see a lot of nonsense, so I am pretty sure that major developments happened. Perhaps, they weren't paradigm shifts, but still...
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I would say the biggest paradigm shift in philosophy was the change in our conception of infinity induced by Cantor's development of set theory. Prior to this, it was accepted as obvious that the concept of a completed infinity - e.g an actually infinite set of things (taken as an object in itself) - was wholly nonsensical, with good arguments against the idea. Now it is accepted, and our understanding is that prior counterarguments were not entirely sound.
I don't think there were any shifts too big, but I guess philosophy will have changed after great thinkers like Aristotle and such, or great political inventions like democracy. Philosophy would have changed a lot.
One of my favorite shifts: From Aristotle logic was deductive ie implication-al.
For 2000 years...
After Boole it became equational. ie from Boole logic became part of math.
Above well known:
Less well known Dijkstra Scholten carried Boole from proposional to predicate logic. Interestingly DS attribute their inspiration to Leibniz.