ABSTRACT: In the modern world for heads of institutions to effectively and efficiently progress in their daily duties, they need to active in the way they use the social media as well well as being semiconscious in the way they use the social media. This descriptive research was conducted to explore factors and challenges promoting and affecting use of social media by Headteachers and their level of enjoyment in usage of social media in schools of Malawi. In this survey, qualitative and quantitative study methods were used to collect relevant and detailed data. Simple random sampling was used to select 61 headteachers. A self-constructed questionnaire, 5 point Likert scale and interview questions were used to study the attitude of headteachers towards usage of social media in secondary schools. Mean differences, standard deviations and t-test are used for data analysis. The results concluded that principals have positive attitude towards use of technology in schools. Findings revealed that; need to search for new information and resources, conforming to the global village, availability of ICT equipment and need for easy communication are some of the factors promoting principals need use of technology in schools; interrupted power supply/ failure, lack of expertise-knowledge and skills including lack of equipment are some of the challenges faced in secondary schools when integrating technology and that headteachers enjoy using technology in schools. 98.36% of principals enjoy using technology which is significantly very high.