The Canadian Armed Forces (CAF) are conducting a major effort to expand and modernize the training and preparation provided to CAF members for mental health and resilience. The core of this effort is the Road to Mental Readiness (R2MR) training program. In support of this effort, we are developing and evaluating a series of mobile applications (“apps�) designed to make this training available to CAF members when and how they need it. This paper presents the design, implementation and research issues involved in the development of the R2MR mobile apps. These apps are designed to help CAF members manage their stress responses, improve short-term performance and long-term mental health outcomes, as well as to reduce barriers and encourage early access to care. The mobile apps can also be used as an adjunct to mental health treatment as they are based on cognitive behavioural theory (CBT). Specifically, mobile apps for goal-setting, self-talk, mental rehearsal, tactical breathing, attention control and working memory will allow users to build CBT-based personal training scenarios to help them achieve mental health objectives. A mental health continuum app will allow individuals to self-monitor and will suggest when additional resources may be required. Integrated into existing mobile technology, these apps will enable users to set reminders and monitor their progress over time in a number of different mental health areas. In this paper, we discuss our investigations into the benefits of a number of opportunities afforded by mobile learning, namely: gamification, immersion, and the use of real-time biofeedback via wearable technologies (e.g., heart rate monitors) used with mobile devices. Finally, as previous program evaluation has suggested that repeated application and practice of the R2MR skills improves their retention and effectiveness, we discuss our evaluation of the instructional aspects of these apps.