A single cohesive collection of capabilities is required to present air power operations within the USAF and joint community. The Air, Space and Cyber Constructive Environment (ASCCE) represents air, space, cyber and intelligence, surveillance and reconnaissance (ISR) capabilities during joint battle staff training and experimentation. The Air Force Modeling and Simulation Toolkit (AFMSTT) primarily portrays detailed air operations and is a key component of the ASCCE.  The Air Force must modernize or replace AFMSTT to address the multiple training challenges of the future, including the emergence of 5th generation capabilities, Multi Domain Command and Control (MDC2) employment in joint environments, reduction of the exercise footprint or Human in the Loop (HITL) and the integration of Live, Virtual and Constructive simulation into blended training environments.  ASCCE is the USAF-endorsed air component of multiple joint service training environments such as Joint Live Virtual and Constructive Confederation (JLVC), Joint Land Component Constructive Training Capability (JLCCTC) and the Battle Lab Collaborative Simulation Environment (BLCSE).    Integration into these environments requires continuous sustainment, testing and coordination activities that must be considered in the modernization approach.    There are emerging approaches to this continuous cycle of modernization, sustainment and coordination such as Kessel Run that requires further examination.  Kessel Run is already an agile approach to development and is specifically addressing efforts such as the modernization of Air Operation Center components.    There are preliminary successes and lessons learned from this approach.  This paper will provide a proposed methodology to take advantage of agile development activities and address the migration of the legacy AFMSTT capability into a modular, open system architecture that reduces sustainment and HITL through artificial intelligence and can meet future synthetic training requirements based on warfighter execution of employment strategies.  Meeting the training requirements of our warfighters addresses readiness for real world operations.