Flipped Education emphasizes the cultivation of students' various capabilities in problem solving and logic reasoning. The purpose of flipped education functions to promote reversing traditional learning environments by utilizing digital technological tools and activities. Recently, in Taiwan's educational systems, this type of teaching method has been a heated topic. Two famous cases promoting flipped education are: "Teach for the future" by Professor Bing-Cheng Ye of National Taiwan University, and "Learn-Think-Go" teaching method conducted by Hui-Cheng Zhang of Zhong-Shan Girl's Senior High School. This new wave of teaching method has rose from the horizon as a solution for universities across the country to combat the decreasing number of freshmen students, which is majorly influenced by the low birth rate in Taiwan in the last two decades. The first impact by Taiwan's decreasing birth rate is reflected in this student inadequacy phenomenon occurring in higher education institutes leading to the elimination or merging of majors/departments, as well as merging/closing of colleges and universities. Among those eliminated majors are those related to limited or "unpopular" careers. Professor Huang-Jie You from the Department of Philosophy at Fu-Jen Catholic University has expressed his concern in a personal Facebook posting, titled "A day of predicament for the major of philosophy". In his article, Professor You expressed his worries for the awkward situation that the philosophy major/department presently face in Taiwan's higher education. In actuality, we may be able to have a glimpse of a way to face the current difficulties in carrying out the education of philosophy, as well as discovering the survival of philosophical thinking among the medium of digital technology as the future proceeds. Based on above, this article will attempt to discuss what the Flipped Teaching entails, as well as how to carry out Flipped Teaching based on Philosophical Counseling (Socratic dialogue method, Logic-based Therapy) and utilizing digital technology tools (Zuvio, Evercam, MOOCs, films) to conduct Flipped Teaching. It We also hope to specify the epochal significance of philosophy through the promotion of possible dialogues between philosophy and technology, as well as between life and education, there are This paper will research into the above proposed topic from four perspective: (1) philosophical predicament and 3C generation, (2) learning pyramid and Flipped Teachin, (3) Philosophical Counseling and brain engineering, (4) digital technology and its application.