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I figure it is going to take me at least four iterations to get this right. The first one will be building a GWT application with a simple UI that has no server logic behind it (just to learn how layout in GWT works). Step two will be adding a fake servlet backend (not app engine, just in memory). While not exactly App Engine yet, I should have a completely specified client-server API by the end of this process that I can subsequently implement on App Engine (iteration 3). Iteration four will handle deployment, CSS and whatever I may screw up in iterations one and two. I will log my notes of things I run into while I code.