If everyone write their documents with the intent that they be standardized and converted, conversion to S1000D would be easy. But the reality is that most legacy data lacks the details needed for a full conversion or contains anomalies and irrelevant text. This leads us to the question one must ask: should I convert, rewrite, or manually convert the legacy data? In this presentation, we will attempt to answer this question by reviewing: o A very quick introduction to S1000D conversions o What the technical headaches are o Whether to convert or rewrite o Planning for a good conversion experience o What the timeline looks like o Some tools to help