"Password!AtTheDisco: Uncovering Authentication Chaos in the Enterprise" explores the critical yet often overlooked domain of password security auditing across complex, multi-domain environments. This presentation introduces an innovative open-source tool that transcends traditional password cracking by incorporating privilege escalation pathways via HaveIBeenPwned and BloodHound analysis, identifying cross-domain lateral movement risks, and applying a CVSS-style risk scoring methodology to prioritize remediation efforts. Through real-world case studies and demonstrations, attendees will learn how to quantify password risk beyond simple complexity rules, visualize attack paths enabled by credential reuse, and effectively communicate these findings to both technical teams and executive stakeholders using the tool's comprehensive reporting capabilities.