@ian — When you say that some people thin with every sharpening, I’m assuming they’re doing it with higher-grit stones, not pulling out the 220 grit or belt sander every time?
It’s rather a question of steel. Starting higher grit with stainless, stainless clad, high alloy monosteel, will take forever even with just maintenance thinning on a stone not coarse enough. Semi-Ss, low alloys, carbon monosteels or iron clad, starting too low grit may result in removing too much towards what is needed.
Then of how: if I work towards a flat bevel, I start with a more agressive grit and a harder stone, when convexing, I prefer to buy time using a softer stone in between coarse and med. Any stone too fast and/or hard can all too easily create faceting when convexing.
Learning to balance needs out (experience will tell) is even more important than just a grit number. Then finding the stones that allow you to do your best work out of any circumstances is the graal.