Someone School Me (Us) On Compressing Files Within CM

Ok im insane and somehow have collected over 3600 cars and as we know that takes up some real estate on the old hard drive. So my questions are..

Is it worth compressing the files within Content Manager?
How much space does it save?
Is there any negative aspects to doing so?
 
So here is another question say you compress all your cars, but then add a ton more and want to compress those, do you just run it again and it will know which ones are compressed already and which ones aren't?
 

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