How to organize files in 'Folder'

I assume that the Jam, like the Sport, organizes folders and files by when they were added as vs. otherwise (apart from when you are using the database).  A way to counteract this is to use a program like FAT Sorter periodically, which in essence sorts the files then there anew.  This may help you with at least part of your issue.

http://www.techsupportalert.com/content/sort-files-alphabetically-usb-stick-or-mp3-player.htm

As to your final comment:  the Clip+ still can be found . . . .     ;)     Check out the SanDisk Outlet store.   http://shop.sandisk.com/store?SiteID=sdiskus&Action=DisplayCategoryProductListPage&categoryID=13937600&resultsperPage=100