Addtional email triggers

s it not possible to set multiple triggers to remind guests to do something, i.e make payment or online check-in? For example, I have an email automation to ask guest to do online checkin upon reservation but would also like to send the same email again to remind guests, same with payments, if they havent yet checked in online or paid, to do so as their arrival date draws nearer. 60days > 30 days > 15 days > 7 days... etc. until the condition is met (when the system has all guests details required) then this email stops being sent. I dont want to have to create an auto email for each time we want it sent which is abit messy?