As has been mentioned, the key is starting low and working up. That way you should get warning signs before critical pressures are reached. It's still no guarantee, but much safer than jumping right up to the high load.
As far as kyle528's load, I come up with 71,259 psi and 111.1% fill using Quickload with a 77 gr Nosler CC pushed with 26 gr Re15, 2.250" COAL, 16.0" barrel, and 30.0 gr case capacity. Using 28.8 gr case capacity, it jumps up to 80,790 psi. With a highly compressed load, even relatively small changes in charge weight, case capacity, seating depth, etc., can lead to large changes in pressure very quickly. The more compressed the load, the faster the pressure goes up. Little things that ordinarily wouldn't be an issue in a load that is slightly below max can be all it takes.
I'll be the first to acknowledge that Quickload, or your average reloading manual for that matter, tends to be pretty conservative. The better your input with regard to total volume of the pressure vessel (ie. fired case capacity), powder burn rates (which undergo pressure-dependent change), etc., the better the numbers predicted by Quickload will match your actual results. However, I've had at least one experience with IMR4320 in a .308 where predicted max WAS the max. I loaded up one 0.3 gr increment higher because I'd had results using Varget and H4895 where the predicted max load was much lower than the actual max. Fortunately, that 0.3 gr incremental increase I had loaded up was only enough to cause one blown primer out of 3 rounds. Between the blown primer and the wildly erratic MVs for those 3 rounds, I left the rest unfired and pulled them when I got home.
By starting low and working up, I avoided reaching a critically high pressure before I became aware it was an issue. If you start low and work up, you can always go home and load an increment or two higher if you're certain you haven't yet reached the upper safe limit. Sure, it takes a little more time and effort, but it's worth it IMO.