Not a proper diary entry perhaps - but this is what's in my head so seems relevant to write: Tell me again why we don't need OSM to be accessible to lots of ordinary people... Google Map Maker is coming to the UK.
So OSM is better - but that's not the point. Remember Betamax video recorders? For those who aren't old enough... there were two formats of video recorder. One worked much better - very much better. It had powerful backers too. BUT those supporting the other made sure that it was easier to get hold of films in their format. Lots of feedback loops appeared - those wanting to watch films bought recorders for this - which made them cheaper - which made it important to supply your films in this format - which made them cheaper and which made it harder to get hold of films in the other format, and so on...
Nobody believed that the better design would lose the contest - but it did. It vanished. And we spent years with the less decent technology defining our video experience.
I'm really worried that OSM might follow suit. OSM is much better - but in general much less accessible, much better designed, but that's not the point.
For those who think that we need our front page to invite people in - for those who think we need to be really highlighting what OSM does really well - here are two links: The German OSM page translated and Openstreetbrowser (don't try to use IE with this) which is an absolutely brilliant tool - needing further development (and our support), but amazingly useful.