So I've switched it to use two objects, grouped them and added them as assets to be reused later. When I add the asset to the document it looks great. However, the group will inherently have different heights. I've constrained the Section Header object to the top only, so it isn't affected when the group is resized. But I can't seem to get the main text item (with the rounded corners) to resize without also distorting the rounded corners.
Ultimately I'm going to be passing this off as a template and need to make it as easy as possible for the other person to use.
rounded rectangle problem 2.afpub