The study tried to evaluate the attributes of the 21st century teachers assigned in the Senior High School of the University of Eastern Philippines and the characteristics of the Senior High School students enrolled during the school year 2018-2019. It included not only the main campus but also the external campuses in Lao-ang and Catubig. The profile of the respondents were described and the strategies of teaching that best fit the characteristics of the learners were highly suggested. The study is a descriptive survey research which included 34 teachers and 136 students in the Humanities Strand of the Senior High School in the University of Eastern Philippines. Findings revealed that the teachers assigned in the Humanities Strand of the University of Eastern Philippines were mostly instructors, aged 20 to 24 and 35 to 39, females, and a teaching experience of less than a year to five years. On the other hand, the learners enrolled in the University’s Senior High School were mostly 18 years old, females, and majority came from public schools of the province. As to the attributes of the 21st Century Teachers, findings revealed that they were advocates for their students and their profession, adaptive to the teaching tools and changes implemented in their school, and life-long learners. This further means that they were very dedicated and commited to their profession and to the learners. Their focus is on honing and developing the skills and knowledge of the learners. They had standards set believing that they can nurture each learner to their fullest potential. They have the competence and skill in technology that can be used in the classroom. Most of all, they portray as an ideal substitute parents of the students, they being understanding, concerned, and persistent in helping them. As to the characteristics of the 21st Century Learners, it was revealed that the student-respondents were technology literate, collaborative and communicative. This implies that they can be competitive in the future. They can be prepared of the challenges of the days ahead for basically they will be dealing with new technology, meeting new people, and entirely new settings. The standards set by their mentors will be achieved based on their performance. Finally, as to the strategies that best fit the characteristics of the student-respondents, presentations using power point, audiovisual materials, and handouts, individual, pair, and group tasks, projects, and activities, peer teaching and reviewing, and mentoring of other learners are suggested based on their characteristics.