I have the Hornady/Stoney Point tool, and I think that it takes practice with any tool to get consistent results. After a while, trying and measuring with the same bullet and chamber, you should develop a feel.
I also have the Sinclair tool, that I have more experience with, the one with the rod, action adapter, and stepped stop collars. With either one, all that I am looking for is something consistent that is reproducible that I can work in and out from when testing seating depths. It does not matter to me if it is exactly the point where contact is made. For the Sinclair tool, I use as much pressure on the rod as I can easily apply with the rod on the center of the pad of my thumb. With that pressure, I have no doubt that, depending on the ogive of the bullet (pointier ones will go in farther, more blunt less) that my starting point is some small distance into the rifling, but since my notes will include how I got my starting point, there is no problem.
For the Stoney Point tool, I try to use as little pressure as will give me consistent results, and add the difference in shoulder to head length of a fired case and the Threaded case to the measurement, noting that that was done. Recently, for one of my PPC barrels the difference was .006. Whatever tool you use, having a wood dowel that is small enough to be used for both .22 and 6mm, and long enough for my longest barrel has always been a good idea. I managed to somehow break my last one, which suggests that next time I should get several, given that they are inexpensive, and that I am unlikely to stop making small mistakes.