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How many contracts do I need to upload to get the benefit of Familiarity Intelligence on a contract? 

In order to enable the Familiarity feature, you will need to sign at least 1 contract in the Deal type. To get the best possible experience from this feature, sign as many contracts as you can in each deal type.

Signing one contract in a Deal type will enable the feature, but you will not see its full functionality. To enable the part of the feature that compares the contract against a 'template' or 'standard' document, you must set at least one template contract for the deal type.

Our article on Enabling Familiarity provides more detailed information.