Automated Snail Mail Notifications

[Kenneth Woodall]

Hello,

I self-manage a number of properties and a storage facility. There are very specific rules for sending notices to tenants (rent-controlled areas). The rules often involve sending a physical letter.

Question:

Does anyone know how to auto-send a template letter when a certain date has passed?

Example: Tenant A (for storage), is 5 days late. A physical letter needs to be mailed to their address.  Is it possible to automate this?

My current solution: Tenant A is 5 days late, an auto-email is sent to him.  I log into LetterStream and have them send a physical letter to his address. 

NOTE: I hope there's a software that does this sort of thing. However, this might require some programming on my end -- if you know how to program something like this, could you walk me through the steps (I assume it's Java?)

Thanks!