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How to Sell AI Into the Enterprise: Pilots, Pricing, and Closing 12-Month Deals

What does it really take to sell an AI-native product into the Fortune 500?

In this episode of Founded & Funded, Madrona Managing Director Matt McIlwain sits down with two founders deep in the trenches of enterprise AI adoption, Esha Joshi (Co-founder, Yoodli⁩) and Anup Chamrajnagar (Co-founder, Gradial.)

Their companies are selling into some of the world's most complex organizations, like Google, SAP, Snowflake, Databricks, and more. And they break down what founders often underestimate about enterprise AI sales.

They dive into:

Why most AI pilots fail and how to prevent it

The "three-legged…

The skinny

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