Yes, easy done with SH3Cmdr.
Simply create appropriate date sub-folders under the SH3 Commander\Dates\ folder. Then create the full folder path to the Gramophone folder starting from data and copy in the files.
For example:
C:\Games\SH3 Commander\Date\19390901\data\Sound\Gramophone\<All files that you want to play up to 1 Sep 1939>
C:\Games\SH3 Commander\Date\19391001\data\Sound\Gramophone\<All files that you want to play up to 1 Oct 1939>
C:\Games\SH3 Commander\Date\19391101\data\Sound\Gramophone\<All files that you want to play up to 1 Nov 1939>
File copies are cumulative, meaning that if the date is 1 Nov 1939 all files to that date will be available. However, this can be overcome by using the same file names in subsequent folders. For example, if the date was 1 Jan 1940 and your folder structure was:
C:\Games\SH3 Commander\Date\19390901\data\Sound\Gramophone\MySo ng.ogg
C:\Games\SH3 Commander\Date\19391101\data\Sound\Gramophone\MySo ng.ogg
Only one copy of MySong.ogg would be copied into SH3 - the last one.
Have a look at stock SH3Cmdr - it already does this exact thing with radio messages.
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