Middle and secondary school students typically spend 9 hours a day on their smart devices (Barnwell, 2016). With this in mind, art teachers can contemplate strategies to leverage this vast usage of technology to drive positive results in the classroom. Exposing students to new and engaging art activities and materials is one way educators can offer an environment that allows students to interact with and make meaningful art. This White Paper examines how three preservice teachers used blogs and ePortfolios to assess student learning, tracking the artistic journeys of the students in their classrooms. The findings of this examination illustrate how blogs and ePortfolios, when used as summative and formative assessments aligned with specific learning outcomes, can enable art teachers to better identify student progress; evaluate new idea development and literacy skills; and provide meaningful feedback to students in middle and secondary school in safe learning environments. Assessment White Papers for Art Education is a collection of essays that teach about current and established assessment practices and theories, and how they are relevant to all of the National Art Education Association's membership. This series offers a starting point for NAEA members--across all levels--as well as parents, administrators, and the general public to understand assessments' applications to art education.