Encouraging feedback is shown to increase motivation and facilitate learning in different settings, though there is a lack of knowledge of applying it in work technique training. This pilot study aimed to evaluate two accumulated vibrotactile feedback strategies for work technique training using a smart workwear system. Eight women and two men participated in the study. They were divided into two groups, receiving the corrective feedback or the combined corrective and encouraging feedback while doing simulated manual handling tasks in a lab environment. Questionnaires and semi-structured interviews were used to evaluate the motivation, learning, and user experiences. In this small sample size, we saw that both groups significantly improved their work technique of upper arm and trunk postures, and no significant difference between groups was seen. In addition, both groups reported increased ergonomic awareness, were satisfied with the feedback training, and considered the system useful. However, the combined feedback group had slightly lower ratings of motivation and more negative experiences of the corrective feedback itself compared to the corrective feedback group. Both groups had positive experiences with the encouraging feedback. Future research should consider investigating the long-term learning effects of using solely corrective or encouraging accumulated feedback for work technique training with such systems.