Despite the benefits of multimodal technology in the language classroom and common practice to introduce digital tools in language teaching, research has shown that many language teachers do not feel confident to engage with and create online multimodal learning resources and environments. This exploratory study examines data from five experienced English for Academic Purposes (EAP) teachers and discusses the dynamic challenges faced when training them to engage with multimodal teaching, learning, and assessment methods, such as digital learning, confidence and community building, and supporting them in creating multimodal learning resources. It also discusses the Dynamic Teacher Training model developed as a result of this experience to support teachers in developing the skills they needed to fully engage with the different digital teaching tools and teacher feedback on this. [For the complete volume, "CALL and Professionalisation: Short Papers from EUROCALL 2021 (29th, Online, August 26-27, 2021)," see ED616972.]