Embodiments described herein relate to maintaining a tiled arrangement of application windows as a user inserts application windows into a managed display region. A tiled arrangement is an arrangement where windows do not overlap each other and substantially maximize window occupation of the display region. Generally, when a user inserts an application window the tiled arrangement is maintained by resizing any previously present application windows. Where to insert a window, which displayed windows to resize and to what extent can be determined based on factors such as user input, any prior manual adjustment of the tiled arrangement, and/or minimum window sizes. Whether tile arranging is performed in a managed or curated fashion (e.g., by sharing space equally among windows) or in a semi-curated fashion may be determined by taking into account any of the aforementioned factors.