The 21st century is an exciting time for integrating technology in schools. Technology can help educators close digital use, digital design, and accessibility gaps by allowing us to tailor educational experiences to meet every learner's needs. However, technology can feel intimidating and overwhelming to many educators. Like other kinds of coaching, the secret lies in building relationships. By listening to a teacher, being flexible enough to prove that you listened, making them comfortable so that they can both talk and listen, and being responsive to their expressed needs, technology coaches can help teachers confront and address their technology challenges. One of the most important outcomes of the author's approach is that it has nurtured a new mindset among teachers, which manifests when teachers ask themselves, a colleague, or the author, "How can technology enhance this lesson?" This mindset shift helps educators provide equal access to all students to create, iterate, learn, communicate, and collaborate, using instructional technology, instead of being passive consumers of technology.