See also the book recommendations within:
… long out of print, but I suspect that Blundell’s new book A Century of Man-Made Disasters will have similar qualities.
Levy and Salvadori’s modern classic Why Buildings Fall Down is a skilfully illustrated and fascinating way to learn about structural engineering by studying what happens when it all goes wrong.
For books about human error you could take a look at my list of my favourite behavioural economics books but try also Kathryn Schulz’s beautiful meditation on error, Being Wrong, and Tavris and Aronson’s excellent Mistakes Were Made (But Not By Me) James Reason’s more technical quasi-textbook Human Error.
And for the all-important intersection of the maths-comedy-error Venn diagram, Matt Parker’s delightful Humble Pi.
(These Amazon links are probably referrer URLs, but not mine.)