This study aimed to examine and understand what are the personal experiences and external factors driving SHS students to their preferred careers, and how they viewed them as significant influences on their decision. The researcher employed descriptive qualitative method with the use of in-depth interviews and focus group discussion as data sources. Data collection was sourced from 20 grade 12 students, coming from 4 different schools in Tagum City. The results revealed that personal experiences such as, having interest on the nature of the career, seeing the downsides of the other professions, being influenced by family and social circle, and exposing oneself to a career’s real-life situation have urged participants to their career decisions. Meanwhile, expectations of salary, the desire to address social issues, existence of social media platforms, and demand in labor market have been collectively proven to be an external force in career planning. Lastly, gaining support and influence, assuming financial stability and employment, and imbibing resiliency and determination are the essential views towards the factors shaping the career choices. The aforesaid findings encourage guidance counselors and educators to step up career guidance programs and, at the same time, intensify their innate attributes like being a good communicator, inquisitiveness, lifelong learner, collaborator, and empathy on the students’ diverse backgrounds and preferences.