The advice above is excellent. No need for a ladder test.
For practical purposes, the 3 bullets are the same weight, so you can use the same powder charge.
if it was me, i would buy some 286gr Hornady bullets (cheap) and do the preliminary load development with them.
Something you can do before loading is to set a cartridge overall length for each bullet. because each has a different shape, they will need different seating depths to keep the bullet just off the lands.
The objective is to find a decent load that is not too hot, reasonably accurate WITHOUT shooting all the bullets.
In a Mauser, with is big extractor and big bolt you can load a bit hot and risk having to pound the bolt open. For your Ruger hunting rifle, you want to stay well clear of any pressure problems.
You have PPU and once fired brass. Weigh samples of each (after sizing the once fired) and do your load development with the heavier batch of brass. The lighter brass will develop a bit less pressure.
Size the brass so that the full length sizer almost hits the shell plate. Size a few, wipe them clean and try chambering and extracting. They should go in and out easily. If it takes any effort to close the action, turn the sizer down a half turn.
Once you know how much to size them, size all the cases. Chamfer the case mouths, so they don't scratch the bullets.
Take an un primed case and seat a bullet in quite long and then with your thumb, gently push it into the chamber. The bullet should hit the rifling and prevent the case from chambering. Pull the case out and seat the bullet deeper, and re-try chambering. Keep doing this until the case will chamber and the action will close without pushing the bullet into the rifling. If it does, you will feel a bit of resistance getting the case out and there will be rifling marks on the bullet. If the round chambers ok, seat the bullet a half rev of the seater stem deeper. This is a good hunting bullet OAL (Over All Length) Well clear of the rifling of YOUR rifle. (Each rifle is quite different.) The "book" OAL is meaningless.
Do this for each brand of bullet, and note the OAL for that bullet in your log book.
The 3 powders you have are all quite similar. I would use the 4166 because it would probably fill the case more than the other two.
I would load 4 rounds of the first bullet (I would use the cheapest) at 55, 56, 57 and 58 gr. Three of each.
Shoot these for grouping at 100 yards, with lots of cooling time between the 3 shots. Any of these loads has enough power for hunting. All you want is the one that seems to shoot the best. Pay close attention to how the action opens and what the cases and primers look like. Any sign of pressure - stop. Pull the rest of the ammo apart. use the load that did not have problems.
Lets say the 57 gr of 4166 load shot well. You can use the same load with the other bullets - with their unique OAL.
If you have a 4166 load and want to try 4895 and 4064, load them with 4 and 5 gr less powder and compare the groups.