Cast to Character failed in Animation Blueprint

I think this is actually by design, if you look closely the name of the pure node is called Try Get Pawn Owner, which means it only tries. If you need functionality it will call through the cast most of the time as shown by the hellos being printed. Im not sure on the technical details behind why but you should be safe to ignore any of the failed casts unless its being generated all the time and without any successful casts.