Increasingly, Modeling and Simulation (M&S) is playing a key part in the decisional process Program Managers (PM) make in the development of new systems, testing, doctrine, and other processes. Unfortunately, the PM must navigate their decisions about leveraging M&S without any supporting aids, making entry and efficient utilization difficult. There is currently no systematic method for assembling environments and designing experiments from multiple M&S perspectives like Live vs. Virtual vs. Constructive simulations to provide decisional data. This process typically requires multiple stakeholders to meet many times in an effort to assemble modeling and simulation-based experiments “that work.� As more models, simulators, and scenarios become networked and available to experimenters, a solution is needed to facilitate and accelerate the setup of complex experiments that involve these assets. To meet this need, research was conducted to develop the Live Virtual Constructive & Game - Assisted Experimental Designer tool (LVC&G-AED), an interface and software solution that guides individuals through a ten-step research process, from defining research questions and choosing variables of interest, to developing relevant measures and specifying the environment’s software and hardware apparatus. This process is designed to be high-level, capturing the questions of the various professionals involved in simulation development, while being sufficiently rigorous to ensure that specific research questions are addressed. Partially Observable Markov Decision Process algorithms, coupled with an intuitive user interface, allow for interactive exploration of the state space of experimental configurations of simulators, equipment, and other resources available to the user. Through the LVC&G-AED decision-aid, experimenters are provided with recommendations for optimal experimental design configurations. Ultimately, LVC&G-AED translates experimental and simulation requirements into machine-actionable constraints, to facilitate the complex setup of experiments that involve combinations of Live, Virtual, Constructive, and Game M&S environments. This paper focuses on the development lessons learned during this research and the way forward.