This is the text from a message being sent to all the attendees of a mapathon held in the MSF offices in London - Hopefully it will be of help to someone.
"Hi, and thank you for helping to make the 'Missing Maps' session such a success. I'm the old, tall, bald & bearded one who stood at the front & talked for part of the time.
All of the people who helped the evening work are hoping that you will persevere & do some mapping from http://tasks.hotosm.org/ , but I think we're all aware that with such a big group of people 'zero to hero' is unlikely. We've given you a start & we're planning to help you keep going, but we do need you to try! I meant what I said about it being a simple process, but sometimes there are little hiccups with the software that can make it seem difficult, just keep trying & you'll get there. By the way, I still make mistakes - it's a human thing, just don't let it stop you & try to learn from them.
Personally I'd like to try to organize a regular mapping session at which we could go along, do some mapping, learn a bit from each other, and drink coffee - the coffee's optional. Learning from each other is a lot more fun than reading instructions on a web site. Would you be interested?
I'd recommend that you sign up for HOT emails - this link for a howto: https://lists.openstreetmap.org/listinfo/hot
If IRC is your thing then http://wiki.openstreetmap.org/wiki/Irc (obviously I'd recommend the HOT group!)
There are quite a few places to get more help from (The tasking manager has recently been upgraded & many of the screenshots are out of date - we're working on updating the guides, but the principles are the same). http://learnosm.org/en/ has several different modules & if you're new to mapping it's worth reading;
http://wiki.openstreetmap.org/wiki/OSM_Tasking_Manager should be updated during the course of the day (keep checking for updates please) - there are also links from it to other guides to mapping.
http://wiki.openstreetmap.org/wiki/Main_Page Loads of links - you can spend your life reading & never get any mapping actually done!
https://help.openstreetmap.org/ ..... think the title is self explanatory.
When you mark a square as 'finished', it should be validated by another mapper. That mapper will leave feedback which you can use to improve your future mapping. I'm one of the people that does validating, and my aim is to get you to map more squares, but better! Check http://wiki.openstreetmap.org/wiki/OSM_Tasking_Manager for how to get that feedback.
Feedback to us / me. What can we do to improve? We need to know please.
Thanks for reading, and I hope to validate some of your squares soon.