Serge Wroclawski, I long time contributor to OpenStreetMap [openstreetmap.org], has posted a criticism [emacsen.net] of the management choices he believes is preventing the OpenStreetMap Foundation from cementing its mission in a similar way to the Wikipedia Foundation.
I feel the OpenStreetMap project is currently unable to fulfill that mission due to poor technical decisions, poor political decisions, and a general malaise in the project. I'm going to outline in this article what I think OpenStreetMap has gotten wrong. It's entirely possible that OSM will reform and address the impediments to its success- and I hope it does. We need a Free as in Freedom geographic dataset.