The pattern other users devised was that Twitch does not allow IRC connections to open the figurative two-way door of whispers.
I feel as if the solution to our problem(making the bot speak first through a whisper), as much as we joked about it, may ironically be with sockets.

If a socket wizard could make a script to send a whisper in a more human way than IRC, then I'll bet Twitch would let it open a new whisper-chat as if by human.