Depends a lot on where you live. My village is pretty fresh cuz I update it lol. My impression is that it's quite good in western Europe, might take a month in major US cities, and probably years old in most other places. I think Indonesia, Israel, and Japan are decent as well.

It's as fresh as OSM databse : it depends.

You can take the initiative here.

Honestly in my experience is that in some parts of the world, or even particular neighborhoods even google maps is useless.

Even for routing google maps still fail with some one way streets directions.