To answer your specific Jim Crow law question, prior to the passage of the 14th and 15th Amendment, yes, I would support those chartered with the enforcement of those laws while seeking to change the law at the legislative level. (These are morally repugnant laws to be clear; the choice is between an orderly society with some bad consequences, or an anarchic society with different bad consequences. I choose order.)
After the 14th Amendment, those laws are unconstitutional, and I do not support the enforcement of unconstitutional laws.
Those states who had Jim Crow laws or even plantation owners who bought and sold humans; I can't understand it and can't support it, but it clearly was the majority point of view at that time and place.
This issue is running up against the fundamental challenge of democratic society: how to have a government that expresses and supports the will of the majority of its citizens without unduly restricting the freedom of those citizens who find themselves in the minority.