Originally Posted by Anska
Not to forget Halsin and his cryptic "I am sorry, but Mystra is wrong about you, Gale." What? Why? What do you know that I don't? It's the one that confuses me most of all. All the others can still be seen as a reflection of their past break-up and as concern that the reunion might not go well, but Halsin seems to be very certain about Mystra's opinion of Gale.

Oooooohhh. Mysterious. In my playthroughs that have reached act 3, Halsin has been
at Bhaal's daycare
by the time I'm doing Gale's quest, so I had no idea.

I can actually think of a moment where Wyll's quest being tied into the main quest causes a problem:
the Ansur quest gets hijacked by the Emperor, and it distracts from Wyll's emotions at failing to get the dragon's help.