A healthcare software provider discovered critical security gaps through an insider threat penetration test using NodeZero. Despite having MFA, network segmentation, and routine vulnerability scanning, a single compromised developer credential allowed rapid lateral movement across segmented environments and into AWS infrastructure. The test revealed 16 weaknesses chained together that led to AWS compromise and sensitive data exposure. In response, the organization eliminated overly permissive local admin access, implemented privileged access approval workflows, expanded MFA enforcement, and shifted from annual pentests to a monthly continuous validation cadence. The key insight: traditional annual pentests and scanners cannot show what an attacker can actually accomplish by chaining weaknesses together in a real environment.