Resolution is a funny thing in that if you do not have a subject with detail that requires that level of resolution then the additional resolution is simply not needed.
Looking at Bryan't test, the 100-300 @ 300 mm does look better than with a 2x TC @ 600 mm. Yet, the way Bryan does his test, the 600 mm test result was 2x further away. Looking at his specs, he actually used the same distance but a chart that was half the size. So, equivalent to 2x further away.
So, for 2x more "reach" I am actually impressed with the performance of the 2x TC.
Looking at your comparisons, I like the contrast the best with the naked lens, but I am seeing details/texture in the steps and the shaded sides of the step that I do not think I can see with the naked lens. That said, I think it would be easier to assess details in a subject like a bird, a pine tree's needles or something else with a lot of fine detail.