When I upgraded to Word Press 2.8.6. all of the images I had associated with Pro-Player .flv files went black? The code I use for this page (http://lilesnet.com/dailydiary/?p=2633) is:
[pro-player width='500' height='353' type='FLV' image='/dailydiary/wp-content/dailydiary/uploads/2009/11/Amelia_earhart.jpg']http://lilesnet.com/dailydiary/wp-content/dailydiary/uploads/2009/11/Amelia-OfficialTheatricalTraile...[/pro-player]
If I go to the directory the images are in and click the image, I can see it. If I VFR to the image directly (i.e. http://lilesnet.com/dailydiary/wp-content/dailydiary/uploads/2009/11/Amelia_earhart.jpg) is get an error "You don't have permission to access /dailydiary/wp-content/dailydiary/uploads/2009/11/Amelia_earhart.jpg on this server."
Very puzzled! Any ideas?

It's a permissions issue on the directory(ies) and/or the image files.
Make sure that the image files are readable.