outgoing smtp choose server based on From address

I use an email client called Alpine. Currently I start it in one of several different modes in order to specify the outgoing SMTP server based on what I'm doing, in particular the From address that I wish to use. What would be much more convenient is if I could simply direct Alpine to use my own SMTP server (on my laptop), which in turn would choose a relay server based on the From address of each message I'm sending. I am hoping someone is already doing this (it seems like it should be a common need given recent tightening of restrictions on accepting mail) and that it is not complicated. (As a bonus, I'd also like to be able to start Alpine in a mode which uses a local server that waits until Monday morning to send out messages.) Here is possibly the same question: https://unix.stackexchange.com/questions/2744/changing-smtp-authentication-in-mutt-based-on-from-e-mail-address , but it is old and so are references on esmtp – I'm not sure esmtp is up to date with modern security protocols, etc.