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20 Strategic Questions to Ask Before Starting a Generative AI Project

One of the biggest mistakes in enterprise generative AI initiatives is moving quickly into technology without asking the right strategic questions first. In reality, many failed projects do not fail because the model is weak, but because the use case is vague, the data is not ready, the success metrics are wrong, ownership is unclear, risk management is delayed, and scaling realities are ignored. Before launching a generative AI initiative, the right questions often matter more than the model choice itself. This guide presents 20 critical strategic questions that enterprises should answer before starting a generative AI project, covering business value, data, security, operations, cost, governance, human oversight, and scaling.

29 min