The purpose of this qualitative multiple case study was to describe the fishing and academic experiences of the young fisherman students who were beneficiaries of the Pantawid Pamilya Pilipino Program (4Ps) and unravel the challenges they had encountered and how they were able to manage such roles. Five participants were selected through purposive sampling, which included only high school student beneficiaries of 4Ps engaged in fishing. In-depth interview, observations, and field notes were employed in the gathering of data. Using thematic analysis, major findings revealed that poverty was the main reason why these children engaged in this risky activity. The benefits they received from 4Ps were not enough to support schooling so they had to find sources of additional income. It showed further that the participants loved education for it is through education that their lives would improve. The study underscored that fishing embraces economic landscape, source of fun and living, awaits danger, requires extra cautions, can be learned in different ways, cause of scholastic derailment, and supports academic endeavor. The participants coped with their roles by maintaining a positive attitude and realistic beliefs, taking others as helping hands, keeping up perseverance, and fine-tuning. The insights they gave were battling poverty through fishing, engaging fishing as a subsidy, and showing a wavelength of might, for they up-welled from the troughs in the ocean of life in order to reach the crest of a brighter future.