While participation in learning abroad has increased rapidly over the last decade, short-term programs played an important role in boosting participation and widening access to learning abroad. The current study takes advantage of a new pattern of participation in learning abroad to examine self-reported career outcomes and employability development benefits based on program duration and the number of programs undertaken. Using a large-scale dataset of graduates of Australian universities, the study challenges conventional wisdom that a longer experience is better and explores the impact of multiple short-term program participation as a new intervention in graduate career outcomes. Although this study is based on the Australian higher education context, the results may be informative to educators and policy-makers from countries with comparable learning abroad programs in considering how short-term programs can be used more purposefully to foster positive careers and employability outcomes.