Sorry, I mean the game client augmentations. By default they are turned on, so if you start the game while Wingman is running, you should be able to paste text into the chatbox using Ctrl+Shift+V. That's what I'm asking about.
All the "Reload accounts" button does is pull in account information from the launcher, in case you edit that and want to see the changes reflected immediately. It does nothing regarding characters.
When you say it is "oblivious to any interaction", you do see your accounts (but not characters) listed, right?