Hi Jim. I would like to send you a PM about the possibility of me DM'ing something for you and your group (wife, add friends when ready). Check my Roll20 Profile (click on my name Gold) to see some information about my experience in Roll20 and focus on AD&D games. Answering your questions, from my view. There are a lot of D&D 5E adventures (both official trademark products from Wizards of the Coast line, and also authorized 3rd party publishers' adventure lines). In the Roll20 Marketplace. Most of them are made for 4 characters ideally. 1 Player could run 4 characters, while the other player DM's. Same story under Pathfinder, which also has a lot of contents and automation and support on Roll20. Also emerging now, Pathfinder 2nd. These are all popular and supported. Even if you (as DM) need to trim-away half of the monsters, you can delete some monsters easily in the pre-built modules so you can run them with fewer PC's. Maybe 1 PC, maybe let them have a Hireling or find a Familiar. if you are still interested in going back to AD&D 2nd Edition, I've been setting games up for that on here myself where our own campaign could be possible. There are 2 alternative character sheets built freely into roll20 community, to use for that. However there are no pre-set modules. You could buy a 5E module and port it backwards, or you can buy a Map Pack and populate it with your own monster ideas (less automated more like old-school tabletop but digital). I've done both, for 2nd edition AD&D gameplay. It is a lot of fun. Welcome to Roll20.