Many players have encountered bugs with Gale since patch 3. Some players can’t get hos weave scene to trigger due to a reintroduction of a patch 1 bug where he just repeats dialogue referring to giving him magical items after the first one instead of getting the weave scene. Also seems to be some problems with hos dialogue during the night under the stars scene. Like you, and many other Galemancers, I am tired of putting my playthrough on hold every other patch due to bugs with him, but there’s nothing we can do except report it and wait for a fix sadly.