Reply To: Automatically set paragraph style sheet

Try this:

var myDoc = app.activeDocument;
app.findGrepPreferences = app.changeGrepPreferences= null;
app.findGrepPreferences.findWhat = "$";
app.findGrepPreferences.appliedParagraphStyle = myDoc.paragraphStyles.item("Day entries");
var story = myDoc.findGrep()[0].parentStory;
var found = story.findGrep(true);
for (var i =0; i < found.length; i++) {
	var para1 = found[i].paragraphs.firstItem();
	var para2 = para1.paragraphs[-1].insertionPoints[-1].paragraphs[0];
	if (para2.appliedParagraphStyle == myDoc.paragraphStyles.item("Date Headings"))
		para1.appliedParagraphStyle = myDoc.paragraphStyles.item("Day entries LAST");
	}

This works by finding any paragraph that has the regular paragraph entry applied, but that the paragraph after that has the new date paragraph style applied.