This essay analyses the implementation of a work-based learning policy in upper secondary schools in Italy. The policy aims to improve student orientation and enhance their soft skills. Based on two ethnographic research studies in Italy, this essay utilises Pierre Bourdieu's theoretical framework, particularly the 'field' concept, to examine how this policy has been implemented in different tracks of the Italian school system in a peripheral region. The policy has challenged the autonomy of the scholastic field, primarily advocated by teachers and students in the dominant pole, represented by the classical and scientific lyceums. The policy has been translated into a series of projects in museums, libraries and third-sector associations in this field segment. These initiatives reinforce students' citizenship values while highlighting their detachment from manual work. In the dominated pole of the field, represented by vocational schools primarily located in the suburbs of large cities and rural areas, the policy has been well received as it aligns with the expectations of teachers and students. However, due to the prevalence of small family companies, planning truly formative work-based learning experiences becomes challenging. Consequently, this leads to an early, albeit tense, socialisation of students within the hierarchical order of small companies.