There is some good advice in this thread, and it could lead you to wildly wrong conclusions & frustration.
First point is Jerry's. A bullet "just touching" does not leave a mark. Absolutely true. And you see people all over the internet, and even in print, talking about .005 in (jam) or .005 out (jump). Don't take their numbers literally, you don't really know where they started.
What you are really interested in is establishing a reference point that makes sense to you, and you can use over and over, for all your reloading work. .005 differences do count. But if you're getting numbers off the internet & trying to follow them, there is a fair chance you can go astray.
Personally, I use the point when I can just see a set of land marks on a bullet as my "just touching" point. It isn't, of course, but I can see it. Further, if I didn't polish the bullet with green "Scotch brite" and didn't use a 8X loupe for viewing, I might wind up with different a different spot. So I do both of those things.
If you use how long the marks are -- as I do -- built in to the assumption is a 1.5 degree leade in the chamber, and probably bullets made on J-4 jackets. I do have a couple rifles with 2-degree leades, and I have to remember to pay attention. Same thing with a Shilen Ratchet-rifled barrel, where the land profile is different.
The important point here is for you to establish a way of getting a reference mark that makes sense to you, and you can repeat.
Another note: When jamming bullets .005 matters, sometimes a lot. It can mater with short jumps, too. But when you jump a lot, as is getting fashionable with VLD bullets in the long-range game, it usually matters less. I doubt many could shoot the difference between, say, .075 off and .080 off. Remember too that for some chamberings, the throat will advance; with big chamberings, that advance can be both quick and a lot.
Finally, the two-shot groups bit. All true. It will never get better than the first two. But it can also mislead you. I'd bet even Jerry, if he had to do his testing at Rockingham, might consider three or four shots. It comes down to how much do you trust your ability, and the range you're working on. And a large part of trusting your ability is how much you can rule out. For example, if you are testing a PPC, your powder choices are what, two or three? That's it. And bullet choices, by both style and pocket book, are also two or three.
Move to long-range with big cases, and both powder and bullet choices seem to open up. Why? Because we don't have 30 years of developing one chambering with a very small range of bullets (e.g., the 6 PPC with bullets from 62 to 68 grains).
Good luck, just remember to establish procedures that you can apply consistently, and to take what's printed on the internet as "more or less" rather than exact.