I always go up until I find pressure, you maybe stopping too soon. Just because you load the rounds, does not mean that you have to shoot them. If you see pressure signs, STOP, pull the bullets when you get home.
Also, in many custom rifles, My initial test to "find pressure" is done with two shot groups, not three.
I want to find pressure, record that velocity. Most accurate loads are usually within 2.0g of pressure in medium size cases.
In true wild cats, I find pressure with one shot groups, clocking the velocity at the same time. Then go back on two shot groups. I am looking for accuracy in the same bullet hole...that is an indicator where accuracy nodes begin, You start to see the two shot groups close in, then go to a bug hole, then open up again with hotter loads, kinda like a bell Curve.
After you find the most accurate load at that chosen seating depth, then change seating depths. If accuracy is "almost there", then change primers. Results can be truly amazing with not too many shots fired.
If you can reload at the rifle range, it is usually a one day deal if conditions cooperate. Verify loads on at least two other days.
Stick with one bullet and one powder till you work through it, then move on to another component or else you are like a dog, chasing it's tail round and round.