the belief that a non-profit model is the sole method for maintaining ideologically directed development is a fallacy. look to Mozilla, which at times has strayed far from the best interests of its users. look at the wounded soldier project. the belief that making a profit will cause for corruption of the ideological drive of an organization is a fallacy. look at SpaceX which has made more progress in a shorter period of time than just about anyone else to date.
the problem i have with the "please send us money" routine is that it ignores certain basic, fundamental economic and financial realities. if an organization is creating value, then they should be able to exchange value for value. if they are not creating value, then it should be considered R&D or a hobby, and should be funded as such. OpenStreetMap is creating value. there is no reason they shouldn't be able to utilize the freemium model. the freemium model could be coupled with a california style "benefit corporation". by acknowledging that we all must sing for our supper, we are forced to face the realities of the marketplace, of limited resources, of special needs, and so on. by continuing to deny this fact these organizations will constantly be either over or under funded compared to their needs. said more plainly, by staying totally blind to the economic realities of ones marketplace you're gonna make worse business decisions than if you put it all on the table. every time.
bottom line, there is no free lunch, and until the open-source community fully acknowledges and embraces this reality it will be at a disadvantage to other players. and, frankly, it will be lying to itself.
disclaimer: i'm a die-hard open-source software advocate. i just want to see it succeed.