I'm a die hard seat up close to the lands type when referring to bottle neck cartridges. And when I start getting to less than .020" from the lands, I begin to see a significant, although consistent, increase in operating pressures. So for this type of seating style, I always work up from no more than mid range. Once I've established my seating depth, I then begin incremental increases in the powder charge until I've reached my desired load. This can get some what cumbersome, but it really helps to avoid sudden and undesirable pressure spikes.
Loading for auto loading handgun cartridges is a bit different. I like to use the "plunk test", sort of. What I actually do is use the barrel and then rotate the bullet with my fingers to be sure I'm not touching the lands to establish maximum. Once I've established that maximum, I find magazine fit and generally go with the longest functional OAL, but I don't try to get as close to the lands as possible. And since I load with jacketed bullets and slow burning powders, I keep oal to a depth that will accommodate the heavy powder charges, in terms of pressures.
GS