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Jason “Deep Dive” Lord • • About the Author
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I Used AI to Decode My Employee Benefits Package. The Real Lesson Was the Workflow.

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Most discussions about artificial intelligence focus on extraordinary things. AI can write software. It can generate images. It can analyze scientific research, produce music, summarize thousands of pages, and increasingly interact with other software on our behalf. Those abilities are impressive. But I recently found AI useful for something far less glamorous and probably far more familiar: employee benefits enrollment. I had started a new job and received the usual collection of documents: medical plans, dental options, health savings account information, voluntary insurance choices, retirement information, enrollment forms, and instructions from human resources. There was nothing unusual about the paperwork. That was precisely the point. This was the kind of administrative problem millions of people face every year. The information was available, but it was scattered across documents, emails, tables, forms, and follow-up questions. I decided to see whether A...