The starting point of this research was two preschool teachers seeking external assistance on drama teaching. The researchers, as drama experts, are interested in how preschool teachers and drama experts could team up to try out drama teaching in preschool. The focus of the query covers the process of cooperation between drama experts and preschool teachers, the emerging difficulties and issues the preschool encountered during the process, and the solutions suggested by the drama experts. The research found that the preschool teachers had considered drama teaching as teaching children how to perform on stage, but once learning about the contemporary praxis of drama education, they were open to alternatives. Yet, with limited skill and experience in drama teaching, the preschool teachers were unable to immediately apply drama teaching; therefore, they called for drama experts’ assistance in structuring progressive drama lessons, attending to both dramatic elements and children’s development. In conclusion, for preschool teachers to apply drama in teaching, it is important to introduce them to related resources. If the resources come from external drama experts, successful communication based on mutual understanding is essential.