Automation question for experts

Automation question for experts

Is there a way to have when a field is checked off that it would trigger a sequence of field updates?

Here is my scenario that I am trying to accomplish.

First off I do a lot of mail marketing from our leads in Zoho.  So, when we get mail returned back to us, we have to update the address with new address or we look it up using WhitePages to put in an alternative or correct address.
The person who does this typically just checks off a box for that lead that says that the lead has a new updated address and is now ready for a  new letter.

Next step is to set up a mail merge for those leads marked ready to send a letter too now.
I have created a custom view that shows those leads with that box being checked off as part of the criteria.

Problem is that the custom view only allows for a 100 leads at a time to be selected to run a mail-merge feature.
So if have several hundred leads that need to be printed, we need to update a field and have it remove it from the criteria for the query thus taking the results to only show that is left.  Example, custom view shows 350 leads.  Selecting the first 100 leads, I click mail-merge.  I print those and go back to the custom view. With the same 100 leads selected, I update a field like "printed" and the query has it ONLY showing leads that do not have the field selected.  So, now it will only show 250 leads after the first 100 was printed and the field was updated.

Next scenario is we keep track of when something got mailed and what version of the mail marketing piece they got.  The mail version field is a number field, so we know how many times the same letter went to them.

So in the automation, is there a way to have it when a field is selected like the "printed" field that it would (1) add one (1) to the current mail version field to keep that running total, (2) input a current date in the date mailed field and (3) uncheck the field that is "Address updated / Needs to be remailed" field which what people need to check off initially when updating the address.

Any experts please advise.

Thanks!