Microsoft Point of Sale is an expensive yet friendly retail-management package for mom-and-pop shops. It needs to polish its file-importing skills, though.
Specs: Complete package, Microsoft Windows Server 2003, 733 MHz Intel Pentium III, 733 MHz, CD-ROM, SVGA monitor, Mouse or compatible device, 733 MHz Intel Pentium III, 733 MHz, Windows, Microsoft SQL Server Desktop Engine (MSDE) 2000