Diana B. Henriques

Diana B. Henriques: “A First-Class Catastrophe”: Lessons Learned from Black Monday

Diana B. Henriques, Sharmin Mosavaramani

This analysis juxtaposes the 1987 Black Monday crash, driven by opaque portfolio insurance strategies and fragmented regulation, with modern market vulnerabilities amplified by trillion-dollar asset managers and enduring regulatory silos. It further examines the psychological profile of Bernie Madoff, highlighting his pathological fear of failure and the spontaneous nature of his fraud's collapse, while detailing the HBO film "Wizard of Lies" production that secured Robert De Niro's casting through authentic in-prison dynamics. Together, these case studies illustrate how historical market failures and individual pathologies continue to inform contemporary debates on financial transparency and systemic risk.