The so-called Islamic State (IS) has always had a strong online presence. The purpose of most IS propaganda is to shape perceptions and polarise the support of their audience, but there are also other forms of communication from the group and its supporters. In this paper, we present an analysis of the content from two IS-aligned media outlet on Telegram that specialize in cybersecurity, privacy, and encrypted communications to assist IS supporters with security awareness. We have analyzed content for a period of 60 days (from February 9th to April 9th 2022) on the first media and 180 days (from July 15th 2024 to Jnuary 15th 2025) on the second media and categorized the type of content into four different categories. Most of the communication in the channel is about cyber security awareness and tools for secure communication. However, almost 30% of the conversations are about how to secure the community, avoid detection and maintain a presence online.