I built an AI-assisted vertical grain supply-chain resilience workflow after discovering that the rye flour we normally use for homemade bread had been discontinued. I started by asking ChatGPT to locate alternative retail and bulk suppliers for rye and spelt flour. We compared package sizes and prices, contacted local mills and bulk-food suppliers directly, and expanded the search from finished flour to locally available whole grain. The workflow then moved offline. ChatGPT helped us identify the resources we already had: agricultural land, grain bins, a cultivator, a seeder, an old but functional industrial grain crusher, and even a combine. We also realized that a friend owns a seed-cleaning plant and that our farming neighbors can connect us with local rye and spelt growers. Our next steps are to test whether a household coffee grinder can produce sufficiently fine flour from grain, source fresh food-grade rye and spelt locally, and investigate growing a small crop ourselves. The biggest lesson was that AI was most useful not because it gave us one answer, but because the conversation kept changing the question. We began with “Where can I buy rye flour?” and ended with “Why are we buying rye flour when we already have most of the infrastructure required to produce it ourselves?” Step-by-step: 1. I asked ChatGPT to find alternative retail and bulk suppliers for rye and spelt flour after our usual rye flour was discontinued. 2. We compared package sizes and prices, contacted local mills and bulk-food suppliers directly, and expanded the search from finished flour to locally available whole grain. 3. We reviewed the resources already available to us, including agricultural land, grain bins, a cultivator, a seeder, an old but functional industrial grain crusher, and a combine. 4. We identified additional local resources: a friend’s seed-cleaning plant and farming neighbors who can connect us with local rye and spelt growers. 5. We plan to test whether a household coffee grinder can produce sufficiently fine flour from grain, source fresh food-grade rye and spelt locally, and investigate growing a small crop ourselves. 6. We reframed the question from where to buy rye flour to whether we could produce it ourselves using the infrastructure already available to us.