2026 Conference Talks for Charles Herring

New for 2026: abstracts on Coding with AI (lessons from building WitFoo's analytics platform with Claude Code) and Empathetic Processing and Temporal Link Analysis (research pathways for AI in cyber defense). The classics on CyberGrid, SECOPS-as-law-enforcement, and the Seven Unstable Conversations are still on the menu. Bio refreshed for the Chairman era and the New Zealand base

Podcast: Adventures of Alice & Bob

In this episode, James talks to Charles Herring about what happens when an IT wizard runs away to join the Navy, works on fighter jets, and then gets thrown into cybersecurity right after 9/11? He shares his unconventional journey from the Wild West days of network defense, complete with fighting worms with worms—to being CISO during the Target breach. Plus: why trauma creates silos, why your SOC is like throwing receipts in garbage bags, and what it takes to build a "good neighborhood" in cybersecurity.

Three Prompts That Turn Your Data Lake Into an Empathetic Processor

Earlier this week, WitFoo and the University of Canterbury released 100 million labelled cybersecurity records to Hugging Face under Apache 2.0. Here's a three-prompt walk-through for putting it to work in a stack you already own (Grafana, Sentinel, Splunk, Elastic), using Empathetic Processing to translate, detect, and visualise across your own data.

Blaster, Mythos, and the Patching Tempo We're About to Need

In 2003 at the Naval Postgraduate School, the Blaster worm taught me hard lessons about patch windows, perimeter assumptions, and the laptops that walk in from outside. With Anthropic's release of Mythos, we're about to relive a version of that August, compressed and supercharged. Here's the guidance I gave my team and what I wish I'd known in Monterey.

The Nuclear Code Fork

We killed all 450 external dependencies in our analytics platform and brought every line of code in house. It took two days, ~305K tokens, and uncovered 14 vulnerabilities that were already sitting in our stack. Here's why we did it, what we found, and what it actually cost.

GrrCON 2024 - Birthing Perjury-free AI

Abstract

Cybersecurity analysis leading to deterrence of cybercrime requires processing thousands to billions of digital signals per second. Those signals must be accurately comprehended, forensically preserved then used to detect and investigate potential cybercrime. The work products must not only assist the investigators but must be translated into language that non-technical lay audiences including judges, lawyers and jurors can understand.

This presentation explores how generative artificial intelligence (GenAI), natural language processing (NLP), graph-theory and artificial narrow intelligence (ANI) can play a role in delivering these outcomes.

The session includes demonstrations of opensource toolkits, datasets and models designed to assist in this work.

Machine Learning Driven Social Engineering

Given at the 10th Annual Chicago Hacking Conference on 11/6/23. Machine learning (ML) is arguably the most potent advancement in technology since atomic fission with similar benefit and risk extremes. The outcome driven nature of machine learning allows computers to rapidly test theories to find pathways to support specific goals. These approaches applied to social engineering can be used to manipulate human factors for purposes including cybersecurity breach. This session will cover the philosophies, strategies and tactics used to accomplish a successful campaign to recruit human assets to a cause. Factors to mitigate risk in these advanced social engineering attacks will also be examined.

GrrCON 2023 - Deterring Cybercrime via a Global CyberGrid

Abstract

Detecting, catching and successfully prosecuting cybercrime requires collaboration across private sector, law enforcement, insurance companies and national security agencies. In this session, approaches to collect, analyze, store and share digital evidence will be examined. Methods of safely transmitting data between private sector and law enforcement will be discussed. Demonstration of workflows between investigators, law enforcement, prosecutors and insurance adjusters will be covered. 

I also reference this 2021 DarkReading Article: Handcuffs over AI.

Profit and Loss (PNL) of Cyber Security

The purpose of a CISO and a cyber program is to reduce the costs associated with cybersecurity. I said this to colleagues at a social mixer this week and their heads almost exploded. “Shouldn’t we be trying to stop and mitigate risk?” “We need to spend more money on cyber, not less.” “I can’t believe you, of all people, think we need to be doing less!”

Audacious Proposal

“Do you want to give up and let the bad guys win?” I want businesses to understand that cybercrime is a part of business in the exact same (not metaphorical) way as shoplifting, employees stealing office supplies, customers slipping on the floor, vandalism, executives abusing power against employees, hurricanes, power failures, earthquakes, flooding and taxes.

The goal in all risk management is to reduce the costs associated with the mishaps not to make them impossible.

Subscribe to