In moving toward adulthood, young people make formative choices about their social and economic engagement while developmentally seeking autonomy from parents. Who else then contributes to guiding young people during this formative life-stage? This article explores one contributing relationship: relationships with trusted adults. Past research has shown that these adults provide motivational, emotional, and instrumental support to young people, but less is known about how and why their support is appropriate particularly during young adulthood. Using qualitative data from an Australian Research Council–funded study, the article explores how and why trusted adults are important and influential, detailing how they talk, what they offer, and how their role differs according to young people’s level of engagement or disengagement from education/employment. The article explores how the trusted adult relationship is developmentally appropriate for young people and outlines implications for policy and future research.