He asked good chess players (including Euwe and Alekhine) to take a short look at a board and then replicate it from memory.
They were better at doing that for real games than for artificial setups.
Also, their errors tended to be non-essential. When they misplaced pawns, for example, that wouldn’t affect the plan to pick.
He also asked amateur-level players. I don’t remember whether they made more errors, but they did make more essential errors, and for them, the difference between ‘logical’ and ‘illogical’ board setups was smaller.
Ranking up was essentially learning to counter strategies at a certain skill level.
But sometimes when you played much weaker players your playstyle would be over optimized to predict/counter a different style of play. The solution was usually to stop overthinking it and just rely on your raw aim mechanics to beat them.
So I decided that I would exclusively play Night Elf and build nothing but Protector Trees.
Now Protector Trees are Night Elf "buildings" which are, of course, rooted in the ground but they can throw boulders at attacking units, thus defending the home base. Protectors also have the unique ability to uproot themselves and move around the board, then take root somewhere else. I believe they are not capable of hurling boulders whilst uprooted.
So that's what I would do: I'd build a bunch of Protectors (and enough Wisps to repair them all) and then I'd uproot a "formidable" Protector army and march to the enemy base.
This was mostly ineffective and readily defeated by a capable adversary, but I really trololoved the reactions some of them had. They would be absolutely flabbergasted that I'd wasted my time on something so dumb. But it was undeniably hilarious from my perspective to just watch a bunch of trees waltz into the enemy's home base and start hurling boulders at everything in sight.