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Yesterday I went out to map an unmapped area in Rauma for OSM. Mapping the area was less painful than what I expected. In part I expected to collapse on the street or something since I'm in terrible shape...
There were couple lessons that I learned from the trip and since it's all about sharing information, I decided to share the these pieces of information as well.
Get a map! Yes, even though you should never copy from other maps to OSM, it's a good idea to grab a map of the area and do some light planning on the order you are going to visit the streets. I didn't plan beforehand and I ended up running up and down streets twice or more. It's not a bad idea to draw out your planned route on a map, but keep your eyes open! Most maps lack areas and have streets that don't exist anymore. Those are the ones you are there to catch. That is what makes OSM so important.

Take a camera with you. Sure, this is something that most people say anyway, but even though I knew that a camera would be handy, I never expected it to be this handy. It's quite easy to snap pictures of the street signs even on the run. So instead of writing anything down or using any other method, try a camera.
There you go. I had a good time and will most likely do this again, but first I need to fix my bike.