So here's my own solution

General Info
This Plugin Randomly Plays Music or Video Files from Selected Folder
Default Operation
Plugin is only Function in Music -> Local Drives
If Video Playback is desired, you must set the option in WEC
RWD - Begins Random Playback
------ If Folder is Selected = Randomly Plays files from that folder and sub-folders
------ If File is selected = Randomly Plays files from that folder and sub-folders
FFWD - Begins Random Playback
------ If Folder is Selected = Randomly Plays files beginning 1 Directory up and including all sub-folders
------ If File is selected = Randomly Plays files from that folder and sub-folders
Stop - Stops Random Playback
ChangeLog
3/25/2013 version 1.1
- change log file to this.rootPath
- add killalll RandomMusicPlayerLoop to audio_ex_playing.xml
- add debug config to wec
1/29/2013 version 1.0
- Initial Release
Download
use WDTVext menu on screen to download
Supported Devices
WDTV Live
Requirements
firmware version - 1.02.21_WDLXTV.COM_WDLXTV_LIVE-0.5.1.1 or 1.05.04-dev
WDTVext must be Enabled
Installation
unzip archive
place contents inside .wdtvext-plugins
reboot
enable via Plugins Reloader on screen
Optional
enable Random Video (WEC WDTVEXT Plugins tab)
enable Change Playback buttons (WEC WDTVEXT Plugins tab)
enjoy
feedback welcome
KAD
ps. Video Playback function is untested, put it in just for kicks
this was made with Music Playback in mind