Historical nitpick: His name is actually IVAR the Boneless, not Ivan.

Honestly, the ONE thing I want from a flash forward is to see Ollie missing his left arm, curtesy of Supes slicing it off with his heat vision.

The woman was the girl Ollie got pregnant way back when. The one Moira paid off to leave Starling City and tell Ollie that she'd lost the baby.