Teaching is a complex profession, and it can have a significant impact on teachers' wellbeing. Awareness of personal and contextual factors that support resilience can help to improve teachers' wellbeing and counter burnout. Three case studies are presented to illustrate how arts-based reflection helped the participants to identify and express their thoughts, feelings and actions within their complex work space. A range of arts-based reflective practices, helped to elicit participants' awareness of the personal and contextual resources that supported their resilience and wellbeing. Such practices enabled them to reimagine their roles by identifying personal, strategic and contextual resources that could support and protect their resilience and wellbeing.