Make some trial rounds up, just how you would make any other round, with the various levels of compression. Put these in an ammo box and take them to the kitchen. Put them on the counter then on top of the fridge. Then put them on your night stand for the night. Take them in the truck to town, then back to the loading room.
Remeasure all the rounds. Some may have pushed the bullet back out, through the pressure and the vibration of moving around.
Pull the rounds. The ones that didn’t move might pull very easily, suggesting recoil might jump the crimp and bind up the cylinder.
Somewhere in there is the maximum you’ll be comfortable with compressing. It’s not a set number.
Hope that helps some.