Are there any guys on the ANA contract who have their families living with them in Japan?
This is a commuting contract only and the company will not sponsor you nor your family for residency status.
There are a handful of folks that live in Japan because they are married to japanese ladies, but the company doesn't like that one bit, the whole thing is predicated on some language that was intended for workers from the shipyards (Hence Shorepass) and ANA has taken advantage of it and is using it for airline workers creating a situation where they have temporary workers working in Japan for more than 15 years now. So the intention to live in Japan is a very touchy subject.
If not living in Japan, maybe they visit a lot? Is it easy to get a multi entry visa or something?
If you have a citizenship that is part of the Visa waiver program, you get 90 days visa upon arrival.
Japan is very strict with their immigration policies and if you over stay your visa period, you could be subject to deportation and prohibition from entering Japan in the future, so think of the 90 day visa as an 80 day visa just in case!