When I was getting my pilots license I used to read accident reports from Canada's Transportation Safety Board [1]. I'm sure the NTSB (America's version) has similar calibre reports [2].
There is also Cockpit Resource Management [3] which addresses the human factor in great detail (how people work with each other, and how prepared are people).
In general what you learn from reading these things is that its rarely one big error or issue - but many small things leading to the failure event.
The old "they write the right stuff" essay on the On-Board Shuttle Group also talked about this mindset of errors getting through the process as being first and foremost a problem with the process to be examined in detail and fixed.
There is also Cockpit Resource Management [3] which addresses the human factor in great detail (how people work with each other, and how prepared are people).
In general what you learn from reading these things is that its rarely one big error or issue - but many small things leading to the failure event.
1 - https://www.tsb.gc.ca/eng/rapports-reports/aviation/index.ht...
2 - https://www.ntsb.gov/investigations/AccidentReports/Pages/Ac...
3 - https://en.wikipedia.org/wiki/Crew_resource_management