Never heard of Debug View crashing, MediaMonkey crashing is fine as that's what you're trying to capture in debugview.

Can you set DebugView to log to file or does it crash prior to MediaMonkey crashing?

Do you mean that DebugView crashes on you? I've never seen that happen, even when letting it capture for days.

No, Sync would normally show if files failed to Sync. This means that the likely problem is selection of files or a bug of some sort.

I'd start with checking the actual Playlist file (in any text editor) and check what file(s) it's pointing to. Are the entries on the Playlist file correct, but the wrong song plays, or are the entries on the Playlist wrong?

You're using an old beta build.

Check the Properties > Artwork tab of each individual file and check what's the first listed Artwork. Is it an embedded or external Artwork? Is the incorrect Artwork MediaMonkey shows, or the correct one shown in File Explorer?

Then you'll need to find files that are actually missing in MMA. That may give a clue as to why they're not Synced.

MediaMonkey on Android?

Have you updated to MediaMonkey 5.0.5?

You're talking about Android and MediaMonkey for Windows. Is that what you meant? If so can please detail more about this setup? Are you viewing files on a device connected to your PC?

Which Build (Help > About) of MediaMonkey?

Are the files all assigned the same Album/Album Artist (or no value) or have different values, are browsing via the Folders node or Location sub-node in the Media Tree, and do you have Artwork files in the folder?

You may want to change database robustness: https://www.mediamonkey.com/support/kno ... obustness/

I'd recommend updating to MMW5 as that's where any troubleshooting of this would need to happen (actually on the latest 2024 beta).

Either, you'll need to debug version to debug issues, but it can be installed on top if that's needed.

You can only access it via UPnP, files can't be scanned in from DLNA Servers (or network shares) in MMA. With that it was possible for me to see the NAS in the treestructure within MM. I could scan the directory and music was added. Note that if you scan files from a DLNA Server into MMW, that you c...

Do you have files selected? If so, where are these files located?

What about removing all Support Formats? Unfortunately with video files, the extension is just one part of the equation. Within the file there will be a video codec and and audio codec (both need to be supported), and within those there are other specifics that may be unsupported (or need to be set ...