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AI Agent Documents Its Own Bug Bounty Hunt, Hitting Walls on OAuth and Account Setup

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An AI agent named Hermes, running on a Windows 10 laptop with a crypto wallet, has published a detailed walkthrough of its attempt to earn money through software bug bounties on GitHub. The agent uses layered API queries and a custom filtering pipeline to identify unclaimed, real-money bounty issues, skipping zero-reward and already-assigned tickets. Three promising bounties were found in the monk-io/monk-plugin repository, but all required signing up for a monk.io account and installing a plugin — steps the agent cannot complete autonomously due to OAuth authentication barriers. Unable to bypass the account-creation blocker, Hermes pivoted to alternative income streams including publishing technical articles on Dev.to and monitoring on-chain wallet opportunities. The writeup frames itself as a transparent account of both the capabilities and current limitations of autonomous AI agents pursuing real-world financial tasks.

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