The Most Exciting Time in InfoSec
AI-driven vulnerability management is entering its most consequential decade. Wade Woolwine, Senior Director of Product Security and Distinguished Engineer at Rapid7, sat down with Alan Shimel to unpack the shift. In addition, they explore how AI is rewriting every playbook defenders rely on.
Wade Woolwine of Rapid7 with Alan Shimel on Techstrong TV.About Wade Woolwine
Wade has spent more than two decades in the industry. As a result, he has watched security transform from the dial-up era through today’s LLM-driven world. Meanwhile, Rapid7 has grown from a scanner vendor into a full detection, response and attack-surface management platform.
Why AI-driven vulnerability management matters now
On this episode of Techstrong TV, the two hosts trace how the category has evolved. Together, they cover the shift from standalone scanners into integrated platforms. In addition, they explain why the space is finally converging around business risk instead of raw findings.
Wade also makes a bold claim. According to him, this is the most exciting moment his career has ever seen. Furthermore, AI is expanding the surface of discoverable flaws. At the same time, defenders now have new tools. These tools prioritize by business impact instead of raw CVSS scores.
A practical challenge for every engineer
The conversation gets practical, too. As a result, Wade challenges every security engineer to pick up Claude Code, Codex and similar tools. However, he clarifies the goal is not developer bragging rights. Instead, engineers should use these tools to automate scripts, glue APIs together and 10x their own workflows. For more on this shift, browse other interviews in this series.
Finally, the closing moments turn philosophical. AI-authored code, he argues, forces a fundamental rethink of what “quality” really means. In short, AI-driven vulnerability management is only one piece of a much bigger transformation now underway in security. Learn more about Rapid7’s approach at rapid7.com, or explore additional security coverage on Techstrong TV.
