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Thanks for your help and patience. I understand after running some more tests.

My theory is that the tar can't be compressed so the Compress process will add stuff in and that is resulting in a bigger file?

That explains how the algorithm works but does not asnwer my question.

I have noticed while Compressing certain .tar files using Compress.exe, sometimes the Compressed version is bigger than the original which causes the Compressed version to be deleted. Is this normal...