The recent problematization of opioid use among National Football League players presents an opportunity for scholars to rethink conventional approaches to drugs in sport, and to incorporate into their analyses a consideration of medically authorized substances. Such an undertaking may help illuminate the social dimensions of painkilling and the contextual complexity that fades from view in seemingly compassionate media portrayals of the struggles of former players who are living in pain and dependent on drugs. It may also offer new insights into more established traditions of research on cultures of drug use in sport.