This paper explores how recent technological innovations make this an opportune time to simplify Operations Support Systems (OSSs) to automate and improve the introduction of new services while better supporting the near real-time customer experience. Virtualization and other cloud-software technologies inside network functions are providing an opportunity to enrich and align network operations with agile IT operations practices. At the same time, the paper shows that reaping the full benefits of Network Functions Virtualization and Software-Defined Networking for greater OSS simplicity requires an evolutionary strategy with a dynamic operations approach. The Nokia Motive Dynamics Operation (MDO) portfolio is presented as key to enabling this evolution.