I do have hope. It seems that there has been a lot of new enthusiasm for these tools lately, and some of them have key features in development.
Two low hanging fruits: 1) location bookmarking features that can be synced between mobile/desktop with third party sync tools. 2) Link conversion features that can take Google Maps (or other map links) as input and open the location in OSM tools, and vice-versa.
The real-world information directory is a much bigger challenge, but if the low hanging fruit features are developed enough that the average person could easily use open source / OSM tools for everything except a modern phone book, while still coordinating with peers who use Google Maps, then we'd have a much better foundation for tackling the issue.