Fit Fans was a men?s health promotion intervention delivered within an English Premier League Football Club (2010-11), which aimed to support the local community dwelling older men in lifestyle promotion (physical activity [PA], diet and wellbeing). The purpose of this study was to provide a reflexive account of a practitioner and the needs of participants. Seven men (mean age 58 years) attended weekly PA and lifestyle sessions over an 8 month period. Baseline physiological measurements included Body Mass Index (BMI), Resting Blood Pressure and Abdominal Girth. Principles of ethnography and observational research (i.e., field notes, reflective diary) were adopted by the practitioner. Unexpectedly the cohort exhibited a range of serious diagnosed illnesses that challenged the practitioner?s skill base and experience in the delivery of the intervention. Reflections of the practitioner and the stories of the progression that participants made add insight to future football in the community programmes.