Major bug in the way the WDTV Live Streaming displays photos that are sequentially numbered

The WD SMP has a lot of issues, but this isn’t one of them.  Everybody telling you it’s how computers sort things is completely correct.  You have to use a filename mask with leading zeroes to eliminate it, so that you see them as (filename)-001.jpg, (filename)-011.jpg, (filename)-111.jpg, etc.  This is how I have sorted my photos for years, because of that very issue.

There are programs which will do this for you automatically.  I use PIE Studio to do this, along with editing the metadata of my photos (great for inserting GPS coordinates, aligning date/time EXIF into, lossless rotation, etc.)  If all you want is renaming your files, I think PIE free version will do that.  You can find it at http://www.picmeta.com.