Game time largely depends on player availability and I am trying to accommodate everyone who wants to play. So far, I am planning to play about twice per month on weekday evenings (around 7/8 maybe EST) or sundays.
The roll20 system is pretty simple and we can walkthrough the game step-by-step (I'm a relatively new user as well). There is an in-game chat function where we can talk about how to use some of the gadgets. You will really only need to be able to use the chat, move, and make rolls.