Hi Ryan,
I thought a bitmap is not shown, because it is covered(hidden) by another larger bitmap.
You can place your bitmaps in any folder starting from folder Mach3\Bitmaps. In the set-file you've sent, your bitmaps must be in Mach3\Bitmaps(Where Mach3 is assumed to be the the install folder).
Are the bitmaps shown OK in MachScreen?
Make sure there is no "user defined image path" specified in Options->Settings Generic progr settings. If the bitmaps still don't show up, please use "export project" in menu File and send me those files. In the export dialog you can create a folder where the files are placed.
Klaus