This article explores the extent to which an intervention programme helped learners from two contrasting educational settings manage career-related transitions. Forty-two learners from two schools were selected, using convenience and purposive sampling, to take part in an intervention programme. Two comparison groups comprised of 45 learners from the same two schools were similarly selected, and continued to take part in the standard, traditional Life Orientation lessons offered by their schools. Quantitative data on their career adaptability was gathered from the pre- and post-intervention results of "The Career Adapt-Abilities Inventory" (Savickas & Porfeli, 2012). Qualitative data was gathered during in-depth focus group interviews and discussions with the participants, as well as by observing them. Data-gathering techniques included the Collage, the Career Interest Profile and the lifeline technique. Results revealed that career and self-construction helped the participants from both experimental groups manage career-related transitions. It was also apparent that these participants displayed improved career adaptability after they took part in the intervention programme. More research is needed to establish why learners from low resource schools seemingly embrace school-based, career support initiatives without questioning them and/or responding to them without frustration and/or confusion.