UNIX for Dummies Questions & Answers

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 behavior?

Compress uses the LZW algorithm, which has it's best results if characters have a high repetition. If you have a file consisting only of the letter 'A' repeated 1048576 times (=1M), the compressed file will only have about 1K. If the files are almost random, compression efficiency will go down.
Also, very small files will have almost no perceived compression, as any reduction in size might be canceled by overhead.
You could try gzip or bzip2 on those files.

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

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?

Yes, it does: Poor efficiency means little improvement, or worse than no improvement.

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