Abstract: Described herein are techniques that may be implemented by a computerized system for parsing contracts using natural language understanding and/or textual analytics rules and determining whether a party to a contract is compliant with insurance coverage identified by the contract. Some techniques described herein can create structured data from unstructured contract text describing insurance coverage that a party to a contract is required to hold. Some such techniques including comparing the structured data indicating required coverages (which was determined from the unstructured text) to other structured data indicating coverages held by a party, to determine whether the coverage held by the party satisfies the required coverages. In some embodiments, a system implementing these techniques output whether coverage is missing or otherwise insufficient, or whether the coverages held by a party satisfy required coverages of the contract.