This research is aimed to describe teacher's strategies are used in teaching speaking and the challenges of using the strategies dealing with individual student personalities and attitude at non-formal educational institution during Covid-19. This research used descriptive qualitative research design. Data were collected through observation and interviews a teacher who was teaching five students. The subject of the research was a teacher at one of non-formal educational institution in Kudus. Result of the research concludes that teacher strategies used in teaching speaking were presentations and drilling. The teacher's challenges in using the strategies deal with individual students personalities and attitude. The challenges were represented through students’ shyness and fear of making mistakes, lack of motivation, difficulty in formulating opinion, dominance of active students, less disciplined students. This suggested that teacher at non formal educational institution should be more creative and innovative in designing teaching and learning strategy. For a deeper discussion about speaking teaching strategies, this term will be interesting for the next researcher to discuss various parts of learning elements, such as facilitation, student perception or student achievement level.