I wouldn't count him out just yet and I feel like this roleplay is meant to be played in a larger group. It could work between the two of us since you got three characters but it would be just back and forth and we'd need to get a mod to put this into 1x1 roleplay.
I'm... going to have to drop out of this. I don't really have the drive to write for this anymore. While I could write for it, what I do write is not exactly anything I'm comfortable with using. Sorry for telling you this so late along.