From Wikipedia page on Icarus Paradox. Example of architectural design/technical debt leading to an "interest rate" that eventually collapsed the organization. How can one "pay down the principle" and not just the "compound interest"? What does that look like for this scenario? More invest in workforce retraining?
Humans are complex, adaptive systems. Machines have a long history of being complicated, efficient (but not robust) systems. Is there a way to bridge this gap? What does an antifragile system of machines look like? Supervised learning? How do we ensure we don't fall prey to the oracle problem?
Baskerville, R.L.; Land, F. (2004). "Socially Self-destructing Systems". The Social Study of Information and Communication Technology: Innovation, actors, contexts. Oxford: Oxford University Press. pp. 263–285