ReignMaker
By all means, sign yourself and your dad up for 2 week free trials. Realize that the second you go online into any one of the arena's your free trial starts, and from that point you have 2 weeks.
I'm in the Training Arena most weekday afternoons, roughly 3 - 4:30 or 5 central time.
I'm here to help, and I love a challenge, point your dad my way please.
I'd recommend Midwar (purple) as your first real sortie. Yes it lacks the big numbers of the late war arenas.
But then you guys are going to be in culture shock anyway, no need to add to it. Midwar has a good balance of planes available. With smaller numbers comes smaller dogfights/furballs which means your only trying to track 3 - 6 planes while trying to shoot someone down, not 30 - 60. Order of magnatude easier on the Situational awareness level.
The other thing Midwar lacks is the late war speed planes. La5fn is about the fastest plane there, so its a bit easier to stay alive a bit longer and actually learn.