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This paper provides a summary of the Workshop on Sub-Seasonal to Seasonal (S2S) Predictability of Extreme Weather and Climate, held at Columbia University, December 6–7, 2016. The 2-day workshop was attended by over 100 people and took stock of recent developments in Sub-seasonal to Seasonal predictability, S2S extreme weather phenomena, and real world predictions and use of forecasts. Workshop motivations, new findings, and outstanding questions discussed are described.