With the advent of the Web, increased emphasis on “research data management,” and innovations in reproducible research practices, scholars have more incentives and opportunities to document and disseminate their primary data. This article seeks to guide archaeologists in data sharing by highlighting recurring challenges in reusing archived data gleaned from observations on workflows and reanalysis efforts involving datasets published over the past 15 years by Open Context. Based on our findings, we propose specific guidelines to improve data management, documentation, and publishing practices so that primary data can be more efficiently discovered, understood, aggregated, and synthesized by wider research communities.