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The 3 Production Failures That Kill AI Agents (And How We Fixed Each One)

The 3 Production Failures That Kill AI Agents (And How We Fixed Each One)

via Dev.to WebdevDiven Rastdus

Most AI agent demos work perfectly. Most AI agent deployments fail within a week. I've shipped multiple AI agent systems to production in 2026 -- a RAG pipeline processing 50K+ documents, a multi-agent medication reconciliation system, a failed-payment recovery engine. Each one taught me something that no tutorial covers: the failure modes that only appear under real load, with real users, over real time. Here are the three that almost killed our deployments, and the exact patterns we used to fix them. Failure 1: Context Window Amnesia The problem nobody warns you about: your agent works perfectly in testing because every test starts fresh. In production, your agent runs across sessions, across users, across days. And it forgets everything. We built a RAG system for a consulting firm. During demo, it answered every question accurately. In production, users asked follow-up questions that referenced earlier answers. The agent had no idea what they were talking about. The fix: Structured

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