Stan wrote:

Huh?...  My BS/BM5 combo must be special because it definitely plays gapless (with lossess WMA).

The OP says the music collection has been ripped to FLAC lossless ... 

I admit matters have improved on the BM5/BS5 as a result of updates.
BSd5/BM5 is playing gapless "most of the time", as long it's in WMA-losless format.

All my files are WMA lossless, partially encoded via BeoPlayer, partially using Windows Mediaplayer. 

Sometimes there are still some short dropouts / glitches / echoes during a change to the next track. 
But in general the situation is vastly better compared to play the same files via BeoPort/BeoPlayer.

 

Stan - I started the post to get some information/help about the BeoSound 5 Encore not the BM5. But - if the problem does not exist on the BS5/BM5 combi, where is the difference? Lossless .WMA is not playing gapless on my BS5. Is the music software on the players different? Its a bit frustrating not to have the detailed spec of these machines (B&O shields that from clients).

ronvw wrote:

Is the music software on the players different?

Very likely, the OS of BSd5/BM5 is WinXP-embedded and the OS of BSd5-Encore is Linux xxx.