Conor's mother and Lily's mother have been friends for a long time, and Conor and Lily grew up together. This sequence of events makes Conor frustrated with her, to the point where he gets her into trouble while she was trying to save Conor from being bullied by Harry.
I would believe this is a complex sentence. It contains a dependent and an independent clause to create one full sentence and a conjunctionn cannot combine the two clauses because of the questioning word in the very beginning of the sentence.
Director has to be capatalized because it's at the beginning of a sentence. Academy Award has to be because it's the name of the award itself so it's a noun.