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Rubashkin did not go to prison over the illegal alien issue- those charges were ultimately dropped. He went to prison for bank fraud, supposedly the length of his prison term was proportional to the amount of money involved (although I think the bank actually benefited from the deal and went along willingly). I think in his case the huge publicity and support by the frum community back-fired- the judge wanted to make a point that she could not be influenced by the pressure and made an example of him by giving down a harsh sentence. and anti-semitism played a role as well.
I don’t think Trump would have a problem with shady business practices.