Dark Reading’s 20‑Year Lookback: Experts Share Key Lessons

As part of Dark Reading’s 20th Anniversary celebrations, the site invited high-profile cybersecurity leaders to pick their favourite Dark Reading column and reflect on it through the lens of history, featuring Robert Hansen (RSnake), Katie Moussouris, Rich Mogull, Richard Stiennon, and Bruce Schneier.

The piece notes that multiple CMS and platform migrations over two decades meant some content was lost and left to Wayback Machine screenshots, but the contributors nevertheless dug into the archives for their selections and insights.

Highlights include RSnake’s discussion of robot scraping and defense versus offense, Moussouris’s cautions about AI accelerating vulnerability discovery and the open-source burden, Mogull’s reminder that “Simple Doesn’t Scale” in the face of automated vulnerabilities, Stiennon’s praise for PCI DSS and the governance industry it helped spawn, and Schneier’s views on encryption, AI, and the evolving arms race between attackers and defenders. The feature is dated 15 May 2026, and according to Dark Reading, aims to show how history has treated these topics over time.