iCal and Attachments

First, I am a techno-impaired boomer. Mercy, please. I have two daily events in iCal that each have an Office Mac attachment (Word and Excel). I would like both those events to "pop up" with the attachments open. A friend set this up a year ago and it has stopped for some reason. Friend cannot remember what he did (sigh). Don't even know if this can be answered on a totally Mac forum. Any help would be greatly appreciated. Thanks!