Educating law enforcement officers for the volatile, complex environment in which they operate challenges educators to provide timely, effective, relevant, cost efficient training solutions. Developing training programs which build key skills for problem solving whilst situating the learner within their field of operation offers a solution to the fiscal, human resourcing and education key performance indicators across a range of security and emergency service professions. The traditional approach to education and training in these core domains has often seen the siloed classroom learning separated from the practical field based experience. This paper presents the design and evaluation of a training program which leverages on the affordances of portable technology to take the classroom to the field. In late 2015 two cohorts of New South Wales Police Force Officers participated in a four day training program and evaluation study. The results indicate that participants registered 100% agreement that the simulation scenarios were realistic, immersive and contributed to building their confidence and capacity for developing the core skills critical for problem solving in their operational practice. The evaluation identified the simulation exercises were central to the transfer of knowledge acquisition to field based application. From a management perspective the cost efficiency of the program whilst achieving positive learning outcomes has validated the roll out of the program more widely across the 16,500 member organisation. The design framework for the program based on portability and distributed simulation based learning exercises offers opportunity for application for training domains beyond the policing world. The learning delivery design is replicable in part or in whole to optimize contextualization of field based education programs. The design will have resonance; in particular for organisations where highly refined problem solving skills are essential in the often complex, unpredictable and volatile reality of the operational environment.