On the 'autolist' options, if I select the third option bookmarks / playlist, EJ will accept the M3U file and show the number of tracks (say 1000). If I tell EJ to start now, it will NOT use the playlist but will start a new random song. Additionally, the 'next' song field completely disappears and EJ does not send a second song to Winamp leaving the one currently playing to repeat indefinately. I'm trying to use this playlist mode this coming weekend. Has anyone seen this issue before or used it successfully?

Here is the selected mode. You can see that the tracks have registered, and the playlist plays in Winamp:



Here is the result of using this mode even after hitting start now to advance:



And here of course is the expect behavior we all know and love:



This is Beta 28 BTW

The playlist file might have some formatting eJukebox is not familiar with or contains incorrect song file path. Can you post your m3u so I can analyze?
The sure fire way to do it is make a playlist in eJukebox and click the Menu button and Save it to a .m3u file. Then load the file in bookmark mode.
Also if you make modifications to the playlist files used then you need to reload them in bookmark mode to see the changes.

Sure-
My initial pathing looked like this:
\guinivereJBAACDCBack in Black6-Back In Black (AcDc - Back In Black).mp3

but I've also mapped the drive to letter Z and tried this:
Z:AACDCBack in Black6-Back In Black (AcDc - Back In Black).mp3

I'll try to make a stripped down list with say 10 items and see how that goes.

Hmm... So far it works with the first 14 songs as a playlist...
I'll keep making it progressively larger in the interim.

980 a-m seems ok...
Going to cross that 1000 song plateau

1158 a-p working...

1491 a-s....

Crazy. Now the original playlist seems to work.
Well, that's good I suppose. Just curious what caused it in the first place.