Online supporters of the Islamic State use messaging and file-sharing platforms to communicate internally and share media releases, but also disseminate published operational instructions. A study of 98 pro-Islamic State Telegram channels containing instructional material collected between June and December 2017 finds that while officially produced Islamic State materials in English are relatively scarce, administrators of these channels are undiscerning about the ideological source of the instructional material that they distribute. Thus, they frequently utilize material from outside of the Islamic State’s narrow ideological literature base. Moreover, the use of Telegram as a dissemination platform fundamentally changed the form and content of pro-Islamic State English-language instructional material by broadening the scope of available media (photos, images, videos, audio, etc.). While materials that direct followers toward committing attacks remain a great concern for counterterrorism agencies, dissemination of instructions on cybersecurity and operational security may be equally dangerous.