Cyber threats are rampant and their potential damages to enterprises continue to soar over time. Hence, cyber resilience techniques need to be examined and assessed for their effectiveness before deployment. Red Teaming and vulnerability scans are useful tools but they do not effectively address zero-day threats. Risk analysis and resilience assessments should be performed relative to existing and emergent attack vectors. Simulations would be the next best thing to answer the What-If questions. Wargaming is increasingly popular not just for Defense Industry but also in commercial enterprises. Industries are turning to simulation-based cyber wargaming to discover new tactics, techniques and processes (TTP) that enhances mission resiliency. Additionally, cyber wargaming can be an useful tool for operator training.