Board Thread:Arrow discussions/@comment-9346948-20160324010312/@comment-3423279-20160324184538

The entire issue is that the writers have recently had Oliver and Felicity make really dumb choices, this current relationship drama is because Oliver didn't think to go to his fiancee and say "So i'm thinking about sending a message to Willaim, what do you think about this?"

Instead the guy who knew he was on thin ice decided to jump on it and see if something broke, I don't recall whoever the mother of his child saying "Don't tell Felicity about the message I want you to send."

It would make a bit more sense if that was the case, but without that bit of dialogue it just makes Oliver kind of an idiot for not seeing this would happen when going behind her back again after she is already kinda angry about him doing it once.