RECURRING TRANSFERS
Sending recurring transfers is something that @howo is adding to the next hardfork. That is a great tool. I am not sure what kind of API it will support. Also i am not sure if transfers could be identified TIPS vs the other things they may be considered (aka payments)
I guess we can see if @howo has some thoughts on it.
SEMI-AUTO?
Also recurring transfers are likely TIME based and probably can't be given to individual posts and that's what a TIP is so my guess is some sort of semi-auto system for tips could be a solution.
For example you state your intention to tip a list of content creators based on POSTS (aka every post or one post a day or one a week) then the system would find all the instances that should be triggered but because tips are an active key transaction you would likely need to confirm the transactions.
RE: Future of Tips + Tips have no fee