This paper describes the kinds of decisions that young people with special educational needs and their families have to make as the time to leave school approaches. While these choices may be familiar, what is less familiar is how such decisions are made. The Code of Practice (DfE, 1994; DfES, 2001) provides guidance on the support to be provided during the transition from school, but this only partially reflects the complexities of reality. The seven types of decision‐making processes that are identified here are an attempt to describe some of these complexities as experienced by young people and their parents or carers. The paper concludes by suggesting that these insights could contribute to the emerging role of the Connexions Service Personal Advisers in providing more sensitive and effective support during the transition phase.