An eight-person startup can sell to a Chief Information Officer (CIO) by understanding and honouring the social contract inherent in such transactions. This involves delivering on promises, providing a clear return on investment, and offering a solution that fits within the CIO’s existing ecosystem.

The startup must demonstrate that it can solve a significant problem for the CIO, often a problem that larger vendors fail to address. The solution should be easy to implement and use, with minimal disruption to current operations. It should also offer a clear competitive advantage, either through cost savings, increased productivity, or other tangible benefits.

Trust is a critical factor. The startup must prove its reliability, capacity to deliver, and commitment to the CIO’s success. This can be accomplished through transparency, regular communication, and a willingness to adapt to the CIO’s needs.

Finally, the startup must provide ongoing support and service, ensuring that the solution continues to deliver value over time. This includes regular updates, prompt issue resolution, and a commitment to continuous improvement.

In short, selling to a CIO requires a blend of problem-solving, trust-building, and service delivery. It’s a challenging task, but with the right approach, even a small startup can succeed.

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