Doubt 1

I'd have to say that the character I sympathize the most with is Sister James. She seems so innocent and trusting and, yes, naive. The reason I sympathize with her the most is because she seems to be a good teacher, someone I would like to learn from because she is so invested in her teaching and her students and seems like she would be a fun teacher. But it is because of her naivity that makes her so succeptable to the lies of others, she can't think anything but but good of anybody and she will willfully fool herself into believing Father Flynn, so long as it could erase a terrible situation and provide a logical explanation she can preserve her illusion of reallity. Or at least the illusion that within the church there is an immunity to such horrible things.
I think the gender roles in the play are interesting, and the ways in which the hierarchy within the church is very gendered and how that hinders Sister Aloysius in her crusade.
I don't know who I really admired, it seems like a combination of sister Aloysius and Sister James. I liked Sister James for reasons stated above, she is sweet and loving. I disliked Sister Aloysius, but had a grudging respect for her. Though she was cold and distant she wasn't unfeeling, she cared about the welfare of those around her and refused to just let things be. Next two questions, not really sure.
And last but not least, I believe to doubt can only make the realization of truth of faith all the more stronger, and shows a healthy individual character who refuses to accept anything at first glance. This, however may not be the true meaning of Tillich's statement.