As we've learned more about this powder over the years, it would seem that the pressure spikes that people have experienced came with OVER compression that resulted in the donuts starting to break into multiple pieces, which can increase the burning rate.
So, I'm thinking that the best rule of thumb is low to moderate low compression only.
If you're getting to the point where you're having to really compress your loads, it might be time to pull out the drop tube or a powder vibrator to see if you can get the powder to settle into the case better.
Trail Boss is an absolutely brilliant powder for those of us who like the old, BIG cartridges like .44 Special and .45 Colt (although I use Universal for my .45 Colt).