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Custom Map loading every new session

Do you mean files downloaded with the steam workshop? If yes, those files are NOT stored in the game cache, but in:
<My Documents>\My Games\RedOrchestra2\ROGame\Published\CookedPC
They should stay there until you manually delete them. Please start RO2. Let it download the maps and close RO2. Now check if the map files can be found at that location (they will probably be in the Maps sub folder).
 
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