I like editing OSM after walking around and area but maybe I'll try running!
I've discovered a street that wasn't mapped at all on OSM (Tanglewood Heights, Malvern), I've discovered a gated community with no public access that were marked as public (Danebury Park, Malvern), and there was another parking lot/street I couldn't access because it was behind gates.
I update the details on OSM, and then CityStrides updates their data sometime later.
It supports downloading a "map" of everything I haven't done, and then on my Garmin unit I can use that as an overlay on the map. Thus when I'm out and around I can try all sideroads showing as un-biked. Then I often find streets that OSM think are bikeable, but really are not. Either behind gates, a highway etc. And fixing this makes it better for everyone.
If you want to run all the streets in your city, there's loads of us using https://citystrides.com to track how many streets we've run (not affiliated, just a happy subscriber).
It's also a handy way of finding ways to contribute to OpenStreetMaps, you discover lots of little details that isn't mapped correctly on these runs.
I'm at a depressing 83 of 2655 streets (3.13%) in Copenhagen, Denmark. But at a whopping 86 of 446 streets (19.28%) in Malvern, England!