i know you probably wont update this very much anyway since it's just a Trash Game for Fun, but i defeated Cyan Owl (RIP) and looted her chest. talking to the tentman doesn't actually progress the quest, he still says i didn't find her.
Sorry, I'm too lazy to look into fixing that one. Assuming you did all the other Quests for it, theres nothing more happening afterwards anyway. He just blows up the Fight and the Game Ends. Sorry.