Instructors are aware of all manner of digital tool affordances and the benefits of blending learning practices, but how often do they use these to collaborate with students? As presentations or handouts can be shared, they can also be annotated and developed in community. This workshop encourages instructors to revisit how they employ scaffolding and collaborating in unison as they share various materials online with students. The workshop briefly reviews some principles of digital scaffolding, including theorized benefits and constraints, and then presents examples of online collaborative tools that allow students to not only access instructors' materials and notes, but even work with peers or instructors together in the same space. Examples will include digital word processing suites, digital drawing programs, and web browser annotating extensions.