In an age where libraries and archives are increasingly turning toward digitization to enable virtual access to collections, the question of how to add value to digitized collections arises. With the support of National Science Foundation grant funding, the Botanical Research Institute of Texas Library has been strategizing and working with California Botanic Garden to link related botanical and archival materials created by Sherwin Carlquist, a mid-century American botanist—uniting these disparate collections and imbuing their contents with greater context in the process. Through this project, the BRIT Carlquist team is reckoning with challenging questions such as: How can a small team efficiently and adequately digitize and describe over 150,000 digital objects? What are cutting-edge digitization methods we can draw upon from related fields for high throughput digitization, and how can we quickly adopt these specialized skills? Who can we enlist to assist with this multifaceted project?