I load to pressure signs as well. In fact, and people will disagree with me, I start at the max book value and work backwards in various jumps based on total case capacity or level of testing desired. If I dont see pressure and the results Im looking for, Ill bump above book max a jump or two if I think its safe. Its probably not the best way to do things, but it does work. But I generally am shooting a Satterlee test and I am watching every single piece of brass that comes out of the gun and can see the pressure signs as they come on.
You dropping 2gr is a good place to start. Is it 100% necessary? I think it is if you are running at the top end of a load range, which if you are working to max, and then backing off a bit, you need to verify the new primer. Now the question of backing off 2gr? I dont think its completely necessary to go that far back. Example: Your CCI load is 24gr. The Fiochi load I would back off say .5gr and just check. However, if your load is far under book max, just swapping primers isnt going to blow up a gun. Example: Max is 25gr, but youre at 23.5gr for your load, swapping primers at that low of a powder charge isnt going to cause an issue. The only real change you might see is accuracy based. If your CCI load is lights out good, but you swap primers and it goes sideways, then a new workup is needed. This is a judgement call for you.
Temperature is a huge deal. You have to be careful with temp unstable powders. Look at a powder like CFE-223. Its awful in the heat. Ive gone from a perfectly safe load with no pressure signs at 60 degrees, to blowing primers at 80 degrees. Im not one for leaving ammo just sit in the heat, so its just that particular powder. Other ball powders can have this issue, but lets just say Ive had more issues with CFE-223 than any other. As a general rule though, load test at your hottest temp you will ever shoot that load at as its just a good safety margin.
Wylde vs. 5.56 chamber? The 5.56 chamber is looser and has a longer leade. You can see that in any SAAMI or reamer drawing. As a general rule, yes, the Wylde load will shoot from the 5.56 chamber without excessive pressure issue just due to the chamber itself. However, do not assume anything, and taking a few shots thru her gun and taking a peek for pressure signs is a good idea before loading up a full mag and going to town.
I think you are on the right track, and being safe rather than sorry is a good approach.