I appreciate the thought put into this. Since one of the roles of anons is to help redpill, it's useful to hear detailed descriptions like this, so we can learn from each other's experiences.
In this phase, the redpill role is for waking up those who are close. In a later phase, it will be for comforting those who didn't wake up before the storm. I think about both phases, and if I think someone isn't close enough, I bide my time until reality forces them to become ready. For those I have spoken to, it's interesting seeing who gets it and who doesn't.