Today’s threat surface is defined by the actors that develop and employ advanced adversarial techniques. These techniques directly affect how red team and pen test engagements are conducted to an extent. This talk will dive into mechanics and tool development of these TTPs (Tactics, Techniques and Procedures). Using multiple languages I will cover a few implementations I have developed directly to help aid engagements, as well as how we can relate them to practical red team engagement scenarios to help deliver effective tests to our customers. We will also cover the tradecraft that can be gleaned from these actors, and how we can implement this into how we operate as red teams and testers.