The purpose of this study was to investigate the relationship between transactional analysis strategies and workplace harmony of hospitability organizations in Port Harcourt, Rivers State. Cross sectional survey design was used for this study. High levels of casualization of staff strength were found in these organizations under study, hence the study focus only on the managers of selected standard hospitality organizations in Rivers State. Sample size of ninety (90) managers was sampled using census survey design. The hypotheses of the study was tested and analysed using Statistical Package for Social Science (SPSS), findings revealed that, the dimension of the predictor variable transactional analysis strategies; personality component, Ego states, Trust and Communication have a significant relationship between the measure of the criterion variable workplace harmony; grievances frequency and collaboration. The Moderating factors of motivation and leadership moderate the relationship between transactional analysis strategies and workplace harmony of hospitality organization in Rivers State. Therefore, we recommended that thoughtfulness and adherence should be geared towards implementing the dimension listed and discussed in this study as it enhances workplace harmony.