Breaking language models since GPT-2

Jonathan R. Reed

I find out how AI systems fail before their users do.

I’ve been testing how language models fail since GPT-2, first out of curiosity, now as a multi-time Gray Swan Arena top-five red-teamer with pre-release testing of GPT-5, Claude Sonnet 4, and Grok 4 behind me. I study Sociology at UT Dallas because most of what breaks isn’t the model. It’s the users, incentives, and systems around it.

Looking for internship and entry-level work where AI systems meet real users: red teaming, safeguards, secure deployment.

View work Pick a resume Contact

GitHub

Three projects, one resume

All projects

Pick the right resume

Same history, different emphasis: separate versions for safety research, security engineering, and software roles. Grab the closest fit.

Resume hub

Hello.World Consulting

consulting

My consulting firm. Red teaming, architecture review, and secure deployment for teams shipping LLM systems.

Cut exploit success and policy bypasses by 35% in tested systems. Local and private-cloud builds cut inference costs 20-45% in selected deployments.

Visit project

AI-Stats

One dashboard: model prices, context windows, providers, benchmark signals.

Model selection is a side-by-side comparison now, not a tab-hoarding exercise.

Visit project

TRACED

security

A breach archive that reads like case files, plus a password-exposure check that never sends your password anywhere.

Breaches are browsable with dates and context; the password check keeps the secret on your machine.

Visit project

Writing, latest first

Browse all posts

May 25, 2026

The Floppy Disk Icon Outlived the Floppy Disk

The floppy icon still works because people learned it. The problem is that modern Save now hides too many different verbs behind one old glyph.

Read post

Apr 21, 2026

The Clipboard Is a Hostile Interface

Copy-paste is an untrusted input channel in agent systems. If your app can act through tools, paste becomes a security boundary.

Read post

Mar 14, 2026

The Days the Internet Died

Major U.S. internet outages are rarely one broken server. They are systemic failures in a handful of shared layers that quietly hold the web together.

Read post