The purpose of this phenomenological study is to explore the transition of secondary education level teachers to another year level as assigned during the beginning of the school year. The study involved a total of seven (7) participants, who were selected from the secondary teachers in Panabo City District Schools, Davao del Norte. All participants must have a minimum of three to five (3-5) years of experience as secondary school teachers. Qualitative analyses typically require a smaller sample size the quantitative analyses. Qualitative sample sizes should be large enough to obtain feedback for most or all perceptions. According to the findings of the thematic analysis of the study participants' responses, the following conclusions and related topics emerged: Adaptation to new teaching assignments, challenges in transitioning to a different year level, professional growth and development and emotional and psychological adjustments. The coping mechanisms of the secondary school teachers were: Developing a positive mindset, practicing effective time management and enhancing social and institutional support. The educational management insights were focused on two factors: adopting managing curriculum differences and overcoming challenges in familiarization.