Step1
Be aware of your assumptions. We make assumptions all of the time, many of which may be required to abide in life in a practical manner. Some such assumptions include the idea that placing one's hand in a flame will produce pain and that leaping from a tall building will cause death. These are sound assumptions.
Other assumptions are made that may not be quite so necessary. These often take the form of conventions.
Step2
Mississippi Burning arraignment
Beware of assumptions. "Segregation now, segregation tomorrow, and segregation forever!" This was George Wallace's credo upon delivering his 1963 inauguration speech as governor of Alabama. It is an example of an implicit assumption, based upon a provincial convention, that's not necessary (nor desirable) but has been assumed as such.
This variety of assumption dictates that "ought" follows from "is." Wallace's "appeal" is to the human weakness for presuming that present practices or values are necessary, good and true merely because they have been accepted for a long period.
Step3
Highlight your assumptions. Learn to spot them almost reflexively. Note any assumptions you uncover and expose them to others, especially if they are related to social or political practices.
Step4
Follow Nietzche's advice. The 19th Century philosopher Friedrich Nietzsche wrote a book called "Twilight of the Idols," which was subtitled "How One Philosophizes With a Hammer." He refers to philosophizing with a hammer "as with a tuning fork". Idols (for our purposes, broadly revered assumptions) are struck with the hammer, and listened to for hollowness, solidity and overall quality. Should such dogmas ring hollow, I think this is where the "hammer" part of the meaning follows the tuning fork aspect.
Step5
John Stuart Mill
Debate alternatives. Another 19th Century philosopher, John Stuart Mill, wrote a book, "On Liberty", in which he included a chapter titled "Of the Liberty of Thought and Discussion." In this chapter, Mill defends thought and discussion (critical thinking and its dissemination) on the basis of four arguments.
1. That popular opinion might be wrong;
2. That even if true, popular opinion undiscussed becomes "dead dogma" 3. True opinion undebated loses its meaning; and
4. Usually truth resides neither in one position nor its contrary, but rather someplace in between.
This last argument speaks to a tolerance of ambiguity and the courage to operate in gray areas, as opposed to "black or white" binaries.