Defence Science and Technology Laboratory (Dstl) worked in collaboration with industry to provide evidence to inform decisions around the adoption of Personalisation of Learning (PL) into UK MOD training. In the last decade, the capability of technology to deliver PL has increased significantly influencing learning strategies, not only in education but also in wider industry. From a UK MOD perspective, the key drivers for PL are improving human capability and operational effectiveness to deliver a capable and sustainable workforce. To support delivery of this requirement a multi-phased programme of research was developed. In Phase 1, Dstl commissioned scoping research by QinetiQ Ltd and RINA Consulting Defence Ltd to identify existing evidence of novel and/or disruptive methods for PL and ways to measure impact to UK MOD. Phase 1 led to the development of a draft PL Decision Support Process (DSP)—a framework that captures the ‘characteristics’ that need to be in place and managed in order to support deployment and sustainability of PL. In Phase 2, Dstl and RINA Consulting Defence Ltd tested the DSP with a number of UK Defence schools. This highlighted existing initiatives in Defence learning which provide learners with enabling skills (e.g., self-regulation and goal-setting behaviour) necessary for PL. In Phase 3, Dstl and QinetiQ Ltd (working with Learning Accelerators Ltd and Area 9 Lyceum) plan to evaluate whether adaptive, personalised learning offers benefits that outweigh the costs of implementation. Qualitative research in this phase will identify measures of success in realising the benefits of PL and assessment for learning approaches for PL. In addition, an empirical assessment of PL is to be conducted in a defence learning setting. Through empirical research and analysis of the training context, Dstl has provided decision makers with the tools to deliver a workforce that is agile, adaptable, and affordable.