how to/ is it possible to Schedule follow up emails for single prospects/clients?

When a client of mine says no they often need my services the next year at around the same time. I would like to be able to do single contact follow up but be automated for each seperate client not a mass email to everyone on my list.

For instance:
Here is my example sales funnel

Personal contact
Send Video
Send video
Send video
Call
No Sale
Follow up
Follow up

So basically I want to send a series of emails to single clients/contacts on specific dates but have them scheduled to send automatically without me doing them all manually that day. Is this possible?

Thanks for any help with this
Jesse