The 'it depends' answers are good and I would not cite them as evidence of a problem. You employee people who understand what they are talking about and who also understand the importance of an accurate answer. They are probably very good engineers. How does X close a TCP connection... it depends on the operating system in question. What cipher does my browser use when talking to X website... it depends on what ciphe…
That didn't seem his point. He didn't say at all that the person providing the answer was not competent or being imprecise or whatever negative. The example he gave was different that yours: it was about the software the team is responsible for and about the fact that technical debt has been formed. In dysfunctional organizations, dysfunctional software happens despite of the bright people.
A variation of Conway's law. https://en.wikipedia.org/wiki/Conways_Law