With my .300 win mag, I picked the load I wanted to shoot, and started at the boss setting 5.0. I then shot 2 shot groups (or 3 shots if one shot didn't feel good) and moved to 4.0, 3.0, etc. I then went up from 6.0, 7.0, etc. Once I had shot from 1 to 9 (I decided not to go to 0 and 10), I looked at the target and measured. I had the best results between with settings 7 and 8 (under an inch at 100 yards)...the other settings all opened up more (1.5 inches or so). Then I shot 3 shot groups at 7.2, 7.5, 7.7, and 8.0. I got my best group at 7.5, so I've stuck with it since. It now shoots under an inch at 200 yards...hard to complain with that.
My reasoning for only shooting 2 shot groups was that if the shots felt good and the group was an inch and a half, I thought I could do better. After all, if the first two shots are over an inch and a half, it is impossible to shoot a third shot and get a better group. If the first two shots were under an inch, I knew I might have something to work with.
I've tried a few types of bullets that I couldn't get to group 2 shots under an inch and a half with any setting. I've pretty much scrapped those bullets, thinking they just don't shoot well out of my gun.
After experimenting further with different loads, I've generally found that all loads out of my gun tend to shoot best at similar boss settings with the same bullet weights (powder, primers, etc did not seem to have much effect). That is, 180 grain bullets (no matter what brand) all tend to shoot the best from about 7.5 to 8.5 out of my gun. Other bullet weights shot better at different settings. Granted, that may just be a quirk of my gun...but if you only switch bullet types or brands (but are shooting the same bullet weight), and you already know where your gun shoots a different bullet of the same weight best, it may be a good idea to start at the same setting as other bullet types/brands shot best.
It takes a little shooting, but it is worth the time...and it is a good time to familiarize yourself with your rifle.