Sowell's book A Conflict of Visions: Idealogical Origins of Political Struggles [1] is, ironically, a very good starting point in understanding what makes Sowell "conservative" (the Constrained Vision) vs "progressive" (the Unconstrained Vision). I think this is the work that impressed Steven Pinker.
The categories get really messy, for example when he describes Marxism as a hybrid ideology, but the core idea is that people tend to believe either: 1. we are made of crooked timber and are made better by social structure, or 2. our potential is being held back by selfish oppressors/exploiters.
Regardless of which vision drives you, I imagine Thomas Sowell would do very well in Bryan Caplan's Ideological Turing Test [2].
[1] https://en.wikipedia.org/wiki/A_Conflict_of_Visions
[2] https://www.econlib.org/archives/2011/06/the_ideological.htm...