In my opinion, the method you're requesting isn't appropriate...
You're going to be protecting the data with software that can only be accessed after booting up the computer.
Assuming you're targeted - If the person/people you are protecting this drive from have access to the computer, what's stopping them from removing the physical drive and connecting it to another computer? Thus bypassing the software protection.
Also, requiring and relying on a regular check in seems risky (asteroid hit, massive global power cut, Godzilla, etc...). However, this does depend on how sensitive/important your files are and how long the check in period is.
I vote encrypting your drive.
If you were to forget to check in or one of my above examples were to magically happen, your files will be (as you put it) wiped. With encrypting, your files are never wiped but rendered pretty useless to others.