The construction industry is plagued by the persistent, long-term problem of skill shortages and skill gaps, especially in construction management. Evidence indicates that the industry will not have enough flexible, qualified professionals able to exercise skills to match changing work requirements especially in new technology, over the coming decade. Upskilling existing workers and individuals with vocational education qualifications into higher education could provide an important solution to skill gap problems. Currently less than 16% of all individuals with vocational qualifications in construction undertake upskilling into higher education. This project investigated the factors that supported upskilling and transfer from VET to higher education (HE) in the construction industry. Interviews were conducted with 36 students who were upskilling from vocational education into higher education in eight Australian universities to elicit “enablers” of upskilling. The results, which identify a number of key enablers as seen through the eyes of students who have made the transition, provides the industry with insights into solving current and future skill gaps. These insights will benefit both the construction industry and the wider national population