This paper introduces the Affording Understanding Conceptual Framework as a way for mathematics teacher educators to analyze student 's perceptions of a digital math tool 's helpfulness (e.g., GeoGebra) versus the instructor's perceptions when seeking insights into how a lesson design could be improved. An example of this action research process is provided using GeoGebra to help pre-service middle grades mathematics teachers (MGMTs) develop their conceptual understandings of definite integrals. Findings showed that the pre-service MGMTs noticed four categories of what they considered to be primarily helpful features: "Ease of Use," "Pictorial Representation," "Colored," and "Slider/Dynamic Movement" types. While the pre-service MGMTs all described these as helpful, the content of their comments showed that there was a material difference in how they viewed the "Ease of Use" type from the other three suggesting ways in which the lesson could be revised to be more effective.