Some woodworkers work in a very calculated way. For example, to manage the risk when dealing with the compound angles involved in Angle Madness (or, as I call it, “Why I never want to own an AMP-v2), Paul-Marcel worked through sketches, full-size drawings, calculations and a mock-up before committing to his good material. Each of these steps before cutting the actual piece reduced the risk of making a mistake. Once he got past the technically demanding compound mitre angles, he felt comfortable progressing without much planning.
To achieve a good result when building spontaneously with little or no planning, a good command of techniques is required. Working this way elevates the level of risk and requires focus, awareness, and ingenuity.
I am not saying that woodworkers who build without planning first are better than woodworkers who work out all the details beforehand. To create an excellent product, both methods require a high level of technical ability. Planning (and practicing) is a way of managing risk.