If we knew when we would die, we would prepare. Well, at least, most of us would. The problem? We don’t know when we might die. The most loving thing we can do for our families is preparing a Drop Dead File to guide them through all our stuff and wishes. Below is a Drop Dead File checklist. We suggest placing all your Drop Dead File documents and your Family Action Plan in a large manila envelope in a secure location as well as upload to The Decision Tree of Aging secure portal. You should go over the contents of your Drop Dead File with your spouse and personal representative.