Several linguistic studies have shown the prevalence of various lexical and grammatical patterns in texts authored by a person of a particular gender, but models for part-of-speech tagging and dependency parsing have still not adapted to account for these differences. To address this, we annotate the Wall Street Journal part of the Penn Treebank with the gender information of the articles’ authors, and build taggers and parsers trained on this data that show performance differences in text written by men and women. Further analyses reveal numerous part-of-speech tags and syntactic relations whose prediction performances benefit from the prevalence of a specific gender in the training data. The results underscore the importance of accounting for gendered differences in syntactic tasks, and outline future venues for developing more accurate taggers and parsers. We release our data to the research community.