If you’re thinking about contributing to OpenStreetMap, then I’d suggest joining their unofficial Slack workspace. The people there have been immensely helpful.
- Request an account here: https://slack.openstreetmap.us
- Wait for account approval
- Log in with your account here: https://osmus.slack.com
Once you’re in there, click “Channels” in the left navigation and search for “CityStrides” to join our channel 
There’s also the OpenStreetMap Wiki and the OpenStreetMap Help Forum.