MONEY · Won

Kevin Power won $50,000 with Drop the Guardrails

$50,000 hackathon first prize

wonMaker claim

Kevin PowerDrop the Guardrails

Drop the Guardrails compares refusal behavior between plain-text prompts and tool-primed variants of OpenAI gpt-oss-20b.

Tools
OpenAI gpt-oss-20b
Kaggle awarded Kevin Power a $50,000 first prize in the OpenAI gpt-oss-20b Red-Teaming Challenge for "Drop the Guardrails," a project examining differences between model-level and tool-using agent behavior.

How solid is this number?

The figure is the maker's own award page, but it links the official Kaggle challenge with its $500,000 fund.

Sources

Reported Sep 2025

More won receipts