Ask HN: What books changed the way you think about almost everything? 7 years ago
Antifragile by N N Taleb. Additionally also the black swan by the same author.
All said and done I feel like it's made me look at and evaluate a lot more possibilities at all important junctions in my life (if not all junctions). It's helped me channelise my mind better to understand signals I care about in an otherwise extremely noisy world. It's also made me a stronger individual being able to do more for people and look at things sometimes as just a series of outcomes, and making everyday life and outcomes more tolerable for me emotionally as well.