Over the years, I’ve found shockingly bad failures, usually on areas of internal networks where there is ambiguity as to what internal org is responsible. In old companies with data centers and cloud, there’s often pretty bad gaps.
Example: at the largest place I worked (5000 staff, 200 in Dev/QA) I found out by accident that the outsourced devs where using personal laptops when in a sprint meeting I asked where someone was and got back "His work machine died, he's nipped home to get his personal laptop".
That company constantly raved about how good it's security posture was...
I spoke to my oppo number on the IT/platform team and his response was "yeah we know that happens, I've been trying to get them to ban it/make it impossible for a while".