Happy to help!
I agree on the suitability of the RAV4 for Canada. For us it will be the ideal car there as it's capable in snow, easy to maneuver in the city, spacious/versatile enough to be our only car, and of course it'll allow us to use cheap hydro versus expensive gas. With the JdeMO retrofit, we'll be able to make trips down to California easily and there is already good CHAdeMO infrastructure in BC. The LEAF is a great car, but I think the RAV4 is a much better fit in Canada, especially with the severity of the winters.
As for service/repairs, if Toyota Canada won't deal with it then I figure I'll drive it into Washington if I have to. Hopefully I won't ever need to trailer it down to the states, but even if that happens it won't be too much of a problem to rent a u-haul car trailer for the fairly short jaunt over the border.
I have heard through the grapevine that there is at least one other gen2 (2012-2014) RAV4 EV that has been successfully imported into Canada, but I don't know the owner personally and I'm not sure which province it went to.
According to the RIV documentation I've looked at, the car shouldn't face any major issues on import at least.
Entune won't work in Canada as it isn't even offered on Canadian model vehicles like the Prius PHEV (apparently it gets disabled at port). Theoretically it could work if you're close enough to the U.S. border to get a signal, but I wouldn't count on it. Entune isn't the most reliable thing anyways though, so it's not a major loss.
Keep me posted if you decide to import and if there's anything else I can do to help.