Abstract: Technological pedagogical content knowledge (TPACK) is a critical knowledge set teachers rely on to create learning experiences where students use technology in developing higher order thinking and deep cognitive understanding. Technology is seldom used in isolation. More often, multiple technologies are used in concert to accomplish a task. This study investigated using the 5 E’s learning framework (Bybee, 2009; Lederman, n.d.) as a learning trajectory in framing an online continuing education course with K-12 inservice teachers, focusing on developing TPACK with temperature probes and Jing video technology used in concert. Additionally, the impact of utilizing text-based forum discussions and written essays as collaboration and reflection tools on the development of TPACK was investigated. Results indicate interweaving multiple technologies with a learning trajectory pedagogical framework supports TPACK development with both technologies individually and together.