I am constantly noticing how bad I am at estimating. Not only amounts and distances, but also positions in my mental map. I am not making connections between locations, just because they are separate in my mental model, even when they are close to each other in reality. The ability only improves when I purposefully get lost. When I don't use digital navigation, and when I take new paths, I allow myself to estimate, and my mapmaking starts up. I find it apparent that it is useful to train your brain in such a way; your mind is all you truly have.
More on how tools can improve or impede our thinking:
Waking Up with Sam Harris: #40 — Complexity & Stupidity: A Conversation with David Krakauer