Whether it's freehand or powered, I think of the grit sizes with respect to the job before me.
60 - 250 for removing metal quickly. repair, reshaping, repurposing.
400 then 600 to refine the edge, to remove the gross scratches from earlier work.
800 & 1000 to get close to the edge and final bevel angle that I need.
1500, 2000 & 4000 to make an edge fine enough to leave a glassy cut surface on a wood carving.
Strop and honing compound make the difference between really sharp and "carving sharp." This matters more than I ever expected.
1. In everyday wood carving, 800, 1500 and honing is enough to give me the edges that I like. I'm not interested in shaving hair protein or carving fingers.
So, I have scraps of carving woods = that's the only test of edge quality that matters to me.
2. In the kitchen, I go as far as 2000 (as recommended by Porsche and others.) This seems to leave enough "tooth" on the edge for soft foods.
3. I have coarse 80 - 250 oil stones but I've not used any water stones in years. As all of my sharpening is freehand, I've switched to 3M fine automotive, wet/dry sandpapers.
Cheap and fresh as needed, 600, 800, 1000, 1500. My strop is cereal box or office filing card stock, charges with the green CrOx/AlOx honing compound.
4. My situation is complicated by also having many curves edges such as crooked knives and adzes. Stones are unsatisfactory.
5. Freehand took time for me to learn to hold the desired angle and be able to repeat that, any time needed. What ever the angle, consistency rules.