We consider the challenge of intergenerational creative collaboration through in-depth study of a family of jazz musicians that came together to jam in honor of the father on the occasion of his retirement. Drawing on both secondary data sources and key informant interviews, we present observations concerning relevant intra- and extra-familial dynamics. We then present an integrated conceptualization of the core dynamics at work. Contemplation of practical implications for families in business together and acknowledgment of the limitations for generalizing beyond this family's experience follow. We conclude with suggestions for further research on intergenerational creative collaboration.