The 2020 Transatlantic Security Jam brought together military professionals and experts from a wide range of related disciplines. Their goal was to discuss and to analyze how NATO and its partners, including the European Union, can develop and enhance capabilities to address new and emerging security challenges. The online Security Jam took place soon after the start of one of the greatest asymmetric challenges we have seen – the COVID-19 pandemic. The pandemic has challenged every assumption on what is meant by security and resilience that we have had since the end of the Second World War. With this in mind, the participants proposed how we can both adapt to and proactively foresee emerging security challenges now and in the future. This article summarizes the discussions which took place and the proposals put forward. These proposals include a much more holistic approach to addressing security challenges that transcend the traditional ‘siloed’ or ‘compartmentalized’ approach we have grown so accustomed to.