Arrow Season 5 Finale: 8 Big Questions We Need Answers To

8. What Is Chase Planning With Oliver's Son?

At the end of Underneath, Chase is seen walking up to Oliver's biological son William and mentioning that he's a friend of his dad's. This ties in to Chase's previous comments when torturing Oliver and mentioning that he may pay William a visit to bring Oliver even further to his breaking point. Now that Chase has William and sent that threatening video to Oliver, it's clear that Chase has plans with Mr. Queen's son.

The question is, what exactly does Chase have planned for William? It's obvious that Chase has some major plans for Oliver considering the return to Lian Yu and his kidnapping of every Team Arrow member, but kidnapping William feels like overkill.

Chase already has Oliver hooked by kidnapping Felicity and company, so why kidnap William? Considering that Chase is more unhinged than ever, maybe simply breaking Oliver beyond repair isn't enough. He needs to ruin his reputation with everyone in Oliver's life, including Oliver's own son.

After all, with Oliver's limited contact with William, it'd be especially heartbreaking for Oliver to see his son so horrified by what his (unbeknownst to him) father has done/may end up doing to save his friends. Chase has always been multiple steps ahead of everyone, and he surely has a plan with William that will potentially bring Oliver to his breaking point.