To ensure software will function as intended and is free of vulnerabilities (aka software assurance), software engineers must consider security early in the lifecycle, when the system is being designed and architected. Recent research on vulnerabilities supports this claim: Nearly half the weaknesses identified in the Common Weakness Enumeration (CWE) repository have been identified as design weaknesses. These weaknesses are introduced early in the lifecycle and cannot be patched away in later phases. They result from poor (or incomplete) security requirements, system designs, and architecture choices for which security has not been given appropriate priority. Effective use of metrics and methods that apply systematic consideration for security risk can highlight gaps earlier in the lifecycle before the impact is felt and when the cost of addressing these gaps is less. In this podcast, Dr. Carol Woody explores the connection between measurement, methods for software assurance, and security.