I was a part of the Virginia Shenandoah OB Meetup and the meetups where usually pretty relaxed, over coffee or beers, just to get to know each other and to plan the next trip.
Whoever wanted to part take on the planning of said trip could join, we usually did that over Screenshare online. We used GaiaGPS to plot out the route and potential camp locations. Once that was done we would share the .gpx file with everyone on the convoy. Most of us used our phones or rigged up tablets on our dashboard to navigate using GaiaGPS but always brought hard copies as backup just in case.