Knowledge of near duplicate documents can be adventagous to search engines, even those that only cover a small enterprise or specialized corpus. In this thesis, we investigate improvements to simhash, a signature-based method which can be used to efficiently detect near duplicate documents. We implement simhash in its original form, and demonstrate its effectiveness on a small corpus of newspaper articles, and improve its accuracy through utilizing external metadata and altering its feature selection approach. We also demonstrate the fragility of simhash towards changes in the weighting of features by applying novel changes to the weights. As motivation for performing this near duplicate detection, we discuss the impact it can have on search engines.