They might have hardcoded admin-level passwords for debugging, then forgotten about it.
They might have mis-typed HTTP headers like 'set-cookie', after having written manually a lot of auth & session management that should really be done using well-vetted libraries instead.
Back at my startup days, I once worked with a poor guy who was dynamically generating individual IDs for each element on a page and their corresponding CSS for each page. He was unaware that CSS also had _classes_, which perfectly encapsulated the behavior he was trying to create. His work was complex, and full of errors, but it had a certain logic to it- it was the path of least resistance that he saw available to him.
These don't look like that. They just look like weird errors designed to avoid showing up on, or triggering false positives on, DAST tools. I thinking testing people's skills without those tools is a good goal, i just think the methodology here is wrong.
That looks like what modern bigcorp webapps do, with random looking css class names that change every release.
I realize that in this scenario it is literally designed-in, but I understand the point the author is trying to prove. If a "scanner jokey" gets results that tells him or her there is SQL injection, a competent tester will try to verify what their tool is telling them. If the tester is doing that in this case, they'll find other injection strings not working and (hopefully) start looking under the hood to see what is going on and discover this pathological hard-coded pw and be able to tell the client that. Maybe it's the work of a malicious dev?
I agree that a pentester with a lot of experience will have skills that are honed to find common bug patterns, but it's nice to be able to find these seemingly bizarre issues and have an explanation for the client. It shows you really understood the app and what it's doing.