Not a dumb question at all. It gets asked from time to time. Unfortunately the answer is there is no way to add folders to the EHD. If you have several recordings of a same named program like let's say, Kennedy Center Honors, you will have all of them under the same tile which will show the number of recordings. You can't make a folder of say, SciFi, and put all of your SciFi recordings in it.
DOS 1.0 had folders named 1 through 16. In 1983, DOS 2.0 introduced user-defined sub-folders. When Dish has perfected this cutting-edge technology, they will implement it ..... Soon.