Schedule sending document with touch of Automation

Example:

1. create (Disclosure agreement)
2. Created the 2nd document

How to work:

Before sending the Disclosure agreement, there should be a setting or automation button (or a link box, that we put the link of the 2nd document) and set if once signed. this document will be sent.

or

Improve the automation feature, I tried it but it did not work well on the types of the document we have.

It only have an option to put an specific template, better if we can link an created document.??