Before any military technology can be fielded, it must undergo a barrage of test and measurement (T&M) scenarios to ensure its operability. The importance of these evaluation systems and their criticality is simple yet profound: The lives of warfighters are dependent on them. In recent years, varying demands and challenges have pushed manufacturers to innovate. Military T&M systems are going digital, becoming software-defined, and are undergoing widespread standardization right alongside so much of the technology used by the U.S. Department of Defense (DoD) today. This inexorable march then prompts the question of what takes priority with the DoD: ensuring compatibility with reliable legacy systems or moving forward with the wave of standardization?