I'll take a stab at this:
1: Not that I can think of. Stateside roaming will cost extra.
2: Well, inconveniently VMC's site is down as of writing this, but in Canada (and the US) unlike the rest of the world, minutes are counted both ways unless the plan explicitly states it has unlimited incoming. IIRC only the "MyIncoming 35" (I'm going from memory and trying to translate the French name) would be covered by this in VMC's talk and text plans.
4: Flex and Pay-per-use are just that, you pay for what you've actually used or what bracket you land in and don't need to forecast every month.
5: That's part of the point of the Supertab. It very much fits with the newer cellphone consumer regulations Quebec and some other provinces have enacted or are debating right now. The termination fees have to match the actual phone subsidy provided.
6: While you could pay off the phone early, I don't see any reason to do so if you intend to remain with VMC. Being on a month-to-month (i.e. off-contract) could make you eligible for some loyalty rebates, but that'd remain to be seen, and it isn't guaranteed you'd recoup paying off the phone or in how much time you would. I would best describe it by: "you can pay me now, or you can pay me later, but you're going to pay me"
7 and 8: Can't tell you since you haven't said which province you were in. But for reference my invoice has the plan and features, provincial 911 fees, GST and QST. No other fees.
9: Your peeps (or "faves" or "friends" or...) are simply number which don't count as part of your total minutes. What type of line or carrier they call you from is irrelevant to you. In other words, friend A has a similar feature on its plan and adds your number, you both can talk to each other as much as you want in a given month. Friend B on the other hand is on prepaid by the minute, well, friend B has to pay when it calls you, but you don't expend your monthly minute allowance talking to him.
10: Phone numbers are portable in Canada since 2007. Do keep in mind the number needs to be valid at the time you initiate the port. In other words, you keep your number active (perhaps while giving prior notice as per your contract) but you must not under any circumstances cancel the number, lest it be stuck in limbo.
11: Usually yes. (I don't remember for VMC specifically.) Plus its easier if you want to copy the contents of your PDF into Excel for analysis.
1: Provided you turn on wi-fi and connect at least once to a given network, yes.
2: No. But you'll have to be mindful of map downloads with Google Maps. Its support for offline maps is recent and not quite perfect yet.
3: Dunno, but unless your phone is a recent-ish higher end smartphone, the best I'd expect is 20-50$ off.
5: S-Voice? Good question.
One more thing: Android 4.0 and above have a built-in data usage counter with which you can set a warning and a cutoff cap. Third party apps can play this role in older Gingerbread devices. (I use the built-in counter for data, and PhoneUsage to track the minutes on a continuous basis.) You can also play with data synchronization settings to keep cellular data usage to a minimum.