One chestnut from my history in lottery game development:
While our security staff was incredibly tight and did a generally good job, oftentimes levels of paranoia were off the charts.
Once they went around hot gluing shut all of the “unnecessary” USB ports in our PCs under the premise of mitigating data theft via thumb drive, while ignoring that we were all Internet-connected and VPNs are a thing, also that every machine had a RW optical drive.
I had a software developer job where they expected me to write code in Microsoft notepad, put it on a USB, and then plug it into airgapped computers to test it. Wasn’t allowed to even use notepad++.
Oh it felt so freaken good leaving that job after 6 weeks. It felt even better when I used my old manager’s personal phone number on a fake grinder profile I made. She kept a tally of my bathroom breaks.