The purpose of this article is to introduce a practical framework and tools that can be used or adapted to assess the digital problem solving abilities of library users. The framework and tools were developed from a three-year research study conducted as a university and public library partnership. The library field is in need of a valid and reliable digital problem solving assessment reflects the idea that the digital world is constantly changing, as the networks, interfaces, and tools evolve. Such an assessment would promote digital problem solvers who are fluid and flexible to navigate an ever-changing digital landscape. A structured digital problem solving assessment can be used by librarians and other library staff to customize supports for underserved adult learners specifically, and to enhance learning experiences with digital tools in libraries for the wider public more generally.