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As someone who recently started one of those "Can I walk every street in my city?" endeavors, I've become much more aware of how OSM works, and have gained a lot of respect for it.

This literally shows crowdsourcing of updates in action, and makes me want to contribute more where I can.

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Any advice on apps that facilitate the "Walk Every Street in my city" thing? Ideally just something where I could mark that I've walked a street, or perhaps better can mark that I have walked it, or biked it, and so on.

I use Strava to track walks, then import the data into the CityStrides website. They work well together.

Route planning is tough, even with automated helpers like Every Street Challenge (http://www.everystreetchallenge.com/). Automated ones don't take into account things like being able to cut through a park as a short cut.

Usually for route planning I pick a chunk of streets bound north and south, east and west by some primary streets, then print it out and hand-optimize the route.

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