Nowadays, technological progress undoubtedly represents a competitive advantage in almost all the human being spheres of action, both at the individual and collective level. With multiple recognized beneficial influences, digital transformation is, among others, a key factor in the evolution of the modern economy and society. However, understanding the multifaceted effects of the technological tools involvement in crisis conditions requires a more in-depth approach. Thus, through the lens of Ukraine’s war experience, the present chapter aims to examine notable aspects related to the intersection of conflict, digitalization, and economic development. Exploring the perspective of the last decades, the analysis of the existing evidence depicts the undeniable efforts of Ukraine in the direction of digitalization, materialized in noteworthy results that demonstrate, among others, the benefits of technological progress in the face of situations characterized by risk and uncertainty. Under the war conditions, the use of digital resources proved to be one of the key means implied to reduce the crisis effects at multiple levels. However, the paradigmatic shift in dynamics through the use of technology has also brought new challenges, highlighting the urgent need for states to adapt their national strategies to the digital age. Finally, the analysis investigates and proposes possible policy directions and strategies to support the digital transformation of Ukraine in the short, medium, and long term. Drawing lessons from Ukraine’s experience, the obtained results support the need for a coordinated global response to address the challenges posed by the evolving nature of conflict in the digital age.