This paper examines how young people’s early transitions into the labour market have changed between cohorts born in 1958, 1970, 1980, and 1990. We use sequence analysis to characterise transition patterns and identify three distinct pathways in all cohorts. An ‘Entering the Labour Market’ group has declined significantly in size (from 91% in the earliest cohort, to 37% in the most recent), an ‘Accumulating Human Capital’ group has grown in its place (from 4% to 51%), but also a ‘Potential Cause for Concern’ group has grown alongside this, reaching 12% in the most recent cohort.