Customers are hesitant to trust a black-box AI with critical operations. The winning business model is to sell a complete outcome or service, using AI internally for a massive efficiency advantage while keeping humans in the loop for quality and trust.

Instead of waiting for AI models to be perfect, design your application from the start to allow for human correction. This pragmatic approach acknowledges AI's inherent uncertainty and allows you to deliver value sooner by leveraging human oversight to handle edge cases.

The biggest hurdle for enterprise AI adoption is uncertainty. A dedicated "lab" environment allows brands to experiment safely with partners like Microsoft. This lets them pressure-test AI applications, fine-tune models on their data, and build confidence before deploying at scale, addressing fears of losing control over data and brand voice.

Instead of making one large, transformative bet on AI, Macy's is testing it across numerous departments (supply chain, HR, marketing) in small trials. This "pokers in the fire" approach allows for broad learning and discovery of value without overinvesting before the technology is fully mature or scaled.

Avoid deploying AI directly into a fully autonomous role for critical applications. Instead, begin with a human-in-the-loop, advisory function. Only after the system has proven its reliability in a real-world environment should its autonomy be gradually increased, moving from supervised to unsupervised operation.

To navigate the high stakes of public sector AI, classify initiatives into low, medium, and high risk. Begin with 'low-hanging fruit' like automating internal backend processes that don't directly face the public. This builds momentum and internal trust before tackling high-risk, citizen-facing applications.

In sectors like finance or healthcare, bypass initial regulatory hurdles by implementing AI on non-sensitive, public information, such as analyzing a company podcast. This builds momentum and demonstrates value while more complex, high-risk applications are vetted by legal and IT teams.

To bridge the AI skill gap, avoid building a perfect, complex system. Instead, pick a single, core business workflow (e.g., pre-call guest research) and build a simple automation. Iterating on this small, practical application is the most effective way to learn, even if the initial output is underwhelming.

Instead of broadly implementing AI, use the Theory of Constraints to identify the one process limiting your entire company's throughput. Target this single bottleneck—whether in support, sales, or delivery—with focused AI automation to achieve the highest possible leverage and unlock system-wide growth.