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The Agent Onboarding skill provides a systematic framework for AI agents to transition from technical setup to high-value collaboration. It addresses the critical gap in agent deployment by providing tools for user assessment, domain-specific communication, and progressive trust-building. Whether interacting with a high-tech developer or a non-technical creative, this skill enables the agent to adapt its tone, set realistic expectations, and demonstrate immediate utility. It includes detailed failure recovery protocols to handle communication mismatches and ensures long-term success through measurable interaction phases.