+1, the principals of optionality and bimodal strategies apply very well to development, and help to explain things such as the dramatic rise to prominence of Github (similar to Taleb's Hydra analogy).
Also Zen and the Art of Motorcycle Maintenance, although a bit dated and often dismissed as hippy pseudo-philosophy, has some very practical aspects about mental approach to technical problems, dealing with "gumption traps" etc.
Good for dev, even better for ops. Controlling risk is central to day-to-day ops work, and the book gave me many useful insights about large-scale and distributed systems behavior, and just generally about what happens when things are pushed to their limits. Highly recommended.
Also Zen and the Art of Motorcycle Maintenance, although a bit dated and often dismissed as hippy pseudo-philosophy, has some very practical aspects about mental approach to technical problems, dealing with "gumption traps" etc.