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The present piece of research studies the contribution of self-awareness and coherence in the management of stress-generating factors that teachers have to deal with. In particular, a qualitative study was carried out so as to investigate the opinions and perceptions of people who possess managerial positions (principals and assistant principals) in elementary schools of the District of Pella. The aim was to study the causes of work stress among principals and to pinpoint the main stress-generating factors of their work. Moreover, an attempt was made to study their correlation with management and time as a factor and draw conclusions about the way in which principals and assistant principals manage their work stress in their daily routine so that they can efficiently cope with all the stress-generating factors they encounter. Qualitative research was conducted for the investigation of this phenomenon during the time period of May - June 2020. 10 principals and assistant principals of elementary schools of the District of Pella participated in the study. The method of semi-structured interview was employed for the collection of the data. Results indicated that work stress exists among principals and assistant principals of schools, yet it appears to be manageable. The most crucial stress-generating factors were revealed and their correlation with time and management was found out as well, designating in this way the personality and management style of each principal - assistant principal as contributing factors to the manner in which they perceive and manage their work stress.