This work is in support of the US Army Robotic Wingman Joint Capabilities Technology Demonstration. The purpose of this report is to document current status and updates made to the US Army Robotic Wingman software-in-the-loop (SIL) simulation testbed. Specific updates to the SIL include updates to the real-world vehicle software components (Robotic Technology Kernel, Autonomous Remote Engagement System, and Warfighter Machine Interface displays) so that they match the current versions onboard the real-world vehicle. In addition, the SIL subsystems were updated to improve the parallelization of simulation elements, including vehicle physics, modeling, and image generation to improve real-time run capabilities (Autonomous Navigation and Virtual Environment Laboratory [ANVEL]). A client server architecture design was included through Unity3D to support the addition of a Long-Range Advanced Scout Surveillance System operator crewstation. Advancements were also made to improve the process for sharing terrain files between the ANVEL and Unity3D game engines; improve communication between the different subsystems, fix integration issues related to waypoint following, localization, and ARES Picatinny Lightweight Remote Weapon Station driver control; and add additional data collection-type features. Outcomes of this work will support the capability for rapid prototyping for autonomous mobility and lethality, system integration, human-in-the-loop evaluations, and training.