The lack of generalizability -in which a model trained on one dataset cannot provide accurate results for a different dataset -is a known problem in the field of document layout analysis. Thus, when a model is used to locate important page objects in scientific literature such as figures, tables, captions, and math formulas, the model often cannot be applied successfully to new domains. While several solutions have been proposed, including newer and updated deep learning models, larger handannotated datasets, and the generation of large synthetic datasets, so far there is no "magic bullet" for translating a model trained on a particular domain or historical time period to a new field. Here we present our ongoing work in translating our document layout analysis model from the historical astrophysical literature to the larger corpus of scientific documents within the HathiTrust U.S. Federal Documents collection. We use this example as an avenue to highlight some of the problems with generalizability in the document layout analysis community and discuss several challenges and possible solutions to address these issues. All code for this work is available on The Reading Time Machine GitHub repository, https://github.com/ReadingTimeMachine/htrc short conf.