While women are seeing positive advances regarding educational attainment and career opportunities, men from disadvantaged backgrounds are experiencing a negative trend on these fronts. Technological advancements, changing demographics, and cultural shifts have affected the labour market in a way that these men are inadequately prepared to navigate. Although men are generally considered to be privileged beneficiaries of patriarchal structures, we draw attention to contexts in which men are disadvantaged in employment and contemporary society. We first explore why disadvantaged young men are falling behind and identify the mega trends that affect these men entering the labour market. We then provide practical recommendations and propose suggestions for a future research agenda. Our paper highlights the specific issues young disadvantaged men face, which has been overlooked in diversity management scholarship.