Information extraction and annotation systems and methods for use in annotating and determining annotation instances are provided herein. Exemplary methods include receiving annotated documents, the annotated documents comprising annotated fields, analyzing the annotated documents to determine contextual information for each of the annotated fields, determining discriminative sequences using the contextual information, generating a proposed rule or a feature set using the discriminative sequences and annotated fields, and providing the proposed rule or the feature set to a document annotator.