I think I might have her sit in on a session to see how it plays online. She's afraid she won't understand how to use the program, but hopefully she'll see that it's pretty easy and really I could do everything for her if I had to anyway.
So I went to my new local game store today for the Worldwide D&D Game Day, and I have to say I had a great time! I was kinda' nervous at first, and the fact that all the people there were regulars and knew the rules backwards and forwards compared to me didn't help, but they were all pretty easygoing and helpful. We were the last of the 3 tables finished, and we went an extra hour (it was a 4 hour event, but we stayed for 5), but we did win. We used pretty good tactics and nobody so much as went down. I played the warlord, and turns out that's quite a tricky class. Man, so many conditional powers. But it worked out and it was good fun, so the day was a rousing success. Was nice to meet some local people, too, and it turns out there really are a lot of older people who play the game. Most of my table was 40+, and one guy looked like he was a bit over 60. There was one young girl who was the daughter of one of the other guys, and the guy next to me looked like he was probably late 20s, early 30s. I've never really done anything like this before, so it was a new experience, but I'd definitely consider doing it again. They do Living Forgotten Realms on Thursday nights, so I might consider trying that a few times depending on what happens with this other group.