This week’s edition explores risk calibration in investing, the fragility of AI analysis, and why quitting can be a powerful strategy. From Alan Waxman’s unitized risk model to Cate Hall’s case for walking away, discover how capital, cashflow, and culture demand recalibration—not just ambition.

Explore Practicing Wisdom, a weekly newsletter blending deep learning, reflective synthesis, and timeless insight. Each issue distills powerful ideas from books, essays, and conversations—offering mental models, contrarian takes, and thought-provoking reflections for lifelong thinkers and curious minds.