Let's say I have a firewall. If we assume someone can compromise the firewall, what does that mean for us? Can we detect that kind of activity? What additional barriers can we put between someone with that access and other things we care about? What kind of information can they gather from that foothold? Can we make that information less useful? etc.
You think about these things in layers. If X, then Y, and if Y, then Z, and if X, Y, and Z do we just accept that some problems are more expensive than they're worth or get some kind of insurance?
I've found that kind of approach to be low security in practice, because it means you don't have a clear "security boundary". So the firewall is porous but that's considered ok because our applications are probably secure, and the applications have security holes but that's considered ok because the firewall is probably secure, and actually it turns out nothing is secure and everyone thought it was someone else's responsibility.
I think you're projecting. The whole point is reminding yourself that your firewall probably isn't as secure as you think it is, just like everything else in your network. This practice doesn't mean ignoring the simple things, it just means thinking about security holistically, and more importantly: in the context of actually getting crap done. Regardless, anyone who thinks keeping their stuff up to date is some kind of panacea is a fool.
Personal attacks are for those who know they've lost the argument.
Keeping stuff up to date is exactly the kind of "simple thing" that no amount of sophistry will replace; in practice it has a better cost/benefit ratio than any amount of "thinking holistically". Those who only their things up to date and do nothing else may be foolish, but those who don't keep their things up to date are even more foolish.
You think about these things in layers. If X, then Y, and if Y, then Z, and if X, Y, and Z do we just accept that some problems are more expensive than they're worth or get some kind of insurance?