Background Bony Bankart lesions larger than a certain size can lead to a high redislocation rate, despite treatment with Bankart repair. Detection and measurement of glenoid bone loss play key roles in selecting the appropriate surgical therapy in patients with shoulder instability. There is controversy about which diagnostic modalities, using different measurement methods, provide the best diagnostic validity. Questions/purposes (1) What are the diagnostic accuracies of true AP radiographs, West Point (WP) view radiographs, MRI, and CT to detect glenoid bone loss? (2) Are there differences in the measurements of glenoid bone loss on MRI and CT? (3) What are the intrarater and interrater reliabilities of CT and MRI to measure glenoid bone loss? Methods Between August 2012 and February 2017, we treated 80 patients for anterior shoulder instability. Of those, we considered patients with available preoperative true AP radiographs, WP radiographs, CT images, and MR images of the affected shoulder as potentially eligible.