Something I have done a couple of times is to get together the coins from a particular monarch and spread them on the table then pick at random 4 or 5 of them. I then try to place them in ascending order using my judgement and a grading book noting key indicators for wear, weakness of strike or whatever the book tells me is significant for that series of coins. I then place them back in the pack and pick another 4 or 5 at random and repeat the process until I get bored.
I might then pick another monarch and look for the key indicators for that series and repeat again.
It might sound labourius but it's actually quite quick.
I don't use the Sheldon scale far too many variables for my brain to wrap around, I just stick with the good old F, VF, EF, UNC and a few inbetweeners such as AUNC.
I also seem to work it out better if I start off by deciding what it is not rather than what it is, that might sound a bit backwards but it's just a case of elimination sometimes it's really obvious and sometimes it's a choice between two grades if thats the case I will go for the lower grade until proven otherwise.
Just the way it works for me, I keep it simple and I am happy with that.