This has been an absolute nightmare, and especially the authentication part with the bot on the PGP key exchange.
Basically the explanation here: http://wiki.bitcoin-otc.com/wiki/GPG_authentication
is completely worthless when it comes to Windows authentication.
I have done the following: ;;gpg eregister BobJones 81898844A1BF37D6
From this point on nothing works. I go to the provided url and see the path of the key and the one time password. From here on it doesnt make any sense what so ever on what I do with this data, how I decrypt it, how I respond back to the bot and in what manner.
Also there is no clear explanation of registration and authentication and if that is one and the same thing or not. So after having uploaded my key to MIT and the bot gets the eregister command which works, nothing more makes sense. Hope someone can help me out here. Step by step please, its easy once you know it, but first time is a nightmare.