Industry 5.0 is expected to solve the issue of job insecurity and reluctance to adopt emerging technologies in Industry 4.0 through increased workforce participation. To achieve that, proactive training should be afforded to enable the workforce to co-work with new technologies. Drones are an emerging technology increasingly adopted in construction, which has enormous data collection and safety implications when operational skills are inadequate. Yet, current drone training programs appear to be generic, and their ability to equip operators for flying tasks is questioned. This study aims to answer this question by assessing the adequacy of existing drone training programs and proposing training needs and strategies for drone operators in the construction industry. Data collected using semi-structured interviews from 22 purposively selected respondents in Hong Kong and desk research of websites were subjected to inductive content and thematic analysis using MAXQDA Analytics Pro 2022 software and narrative review. It was deduced that drone training courses in Hong Kong were mostly generic (UAS Pilot Training—Level 1, FPV operation). Interviewees considered existing drone training/training courses as inadequate for four reasons, including “lack of context-fitting considerations”, “incompetence of drone operators”, and “lack of demand/interest”. Regarding the need for specialized drone training courses, two barriers and two training ecosystem themes emerged, with the high cost of specialized courses being a potential barrier to adoption since they could hamper enrolment. The training ecosystem themes were consistent with the “the training is inadequate” theme. This study proposes two drone operation training strategies: “competence-based training” and a “train-the-trainer” model. Drone training courses or programs under each training strategy should include (i) training content such as “safety training” and off-GPS training and (ii) knowledge and skill maintenance measures such as mandatory continuous professional development and retraining techniques. The proposed training strategies will equip operators to work efficiently and safely with drones. The study offers valuable references for training organizations and government authorities.