Easiest way is to purchase/invest in a good headspace gauge such as RCBS vernier gauge and learn how to set up your dies for minimal bump (if at all), by sacraficing some cases. Measure before and after dimensions and take imacculate notes.
Some simply neck size only until you find heavy bolt lift, that is the sign the case body is tight on chamber and time to resize.
During load development on a 25-06 I reused cases moving up in charges approaching max, I did this several reloadings on the same cases and eventually I came across those same cases, well luckily only got a small hole but wake up call that cases for load development are sacrificial and you need to take steps.. this reinforces that fact that resizing/bumping minimally is important as when they do get close its only minimal at worst or just strong sign of shiny rings.. Also, I came across some once fired 308's recently I was going to reload and by chance I lit up the interior and saw these rings, though no signs on the outside. Needles s to say they turned into scrap real quick. Be safe.