Existing project planning software for agile development processes offers limited support for face-to-face, synchronous collaboration. In this paper, we describe an environment, AgilePlanner, that supports team collaboration during planning meetings. Our approach utilizes advanced technologies of pen computing and digital tabletops to create a collaborative work environment to emulate project planning using index cards. It combines the benefits of paper index cards with those of traditional desktop planning solutions. AgilePlanner is intended as an integral resource in the planning process.