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by ChicagoBoy11 881 days ago
Not totally what you are looking for, but I'd highlghly recommend "Apollo" by Murray and Cox. It focuses on the engineering history of the Apollo program, and it is a superbly well written and researched worked and so many of the stories are about engineering philosophy that I think it'll really be worth your while.
2 comments

Seconded, phenomenal book and suggestion.

IMO in a similar vein is 'The Making of the Atomic Bomb', Richard Rhodes, another industry- and world-reshaping project.

In a similar vein, there's "Skunk Works" by Ben Rich and Leo Janos, which covers the development of the U-2, F-117, and SR-17 aircraft. Not about the philosophy of engineering per se, but it's a great perspective into how problems were solved in a very unique program with extreme goals, before modern computer-aided tools.