since iPad is a registered trademark...you can lose that domain at any time Milk it as much as you can...but don't expect to keep it forever. I think a big problem with trying to rank for trademark terms, is that you'll never beat out apple for the #1 position. So even though "ipad case", is searched 70K+ a month, #2 position will only see a 1/3 of that if lucky.
I agree mostly, but I would never say what can or can't happen, since this is in the civil arena. It all depends on what a jury would consider "reasonable" and that's hard to nail down. At the end of the day I think you are right, but Apple might like the value added and may not decide this is someone worth investing their massive resources to mobilize against. I'd prepare for it, but it is by no means inevitable.