Careless Sports follows the chaotic day-to-day operations of a struggling sports media company that generates absolutely zero revenue. With big ambitions, questionable planning, very little credibility, and no prior work experience, the small team attempts to break into the sports media world by chasing bizarre stories, interviewing unlikely athletes, and creating content no one asked for. Led by overly optimistic co-founder Mikey and a rotating cast of reluctant coworkers, the crew documents every misguided idea, failed pitch, and desperate attempt to stay relevant. The team constantly finds themselves in situations far bigger than their nonexistent budget.