I had my insurance with Covermore when I went last season. It covered all sport as long as it wasn't racing... So just don't stack if you're competing it Phat Wednesday.
I broke my wrist and had no issue making the claims. I called them from my apartment after i'd been to the medical centre to find out what the process was.
Just make sure you have cash/credit cards for any visits to the Whistler Medical Centre, you need to pay for everything and then claim it back when you get home. My wrist cost me about $1500 all up, including consultation, x-rays, cast and a followup consultation for clearance to fly home. When I got home and made the claim I had the money in my account a week later. From what i've heard if you get rushed to Vancouver, you might be able to have the hospital deal with your insurer, but the WMC won't.
In addition to the straight up medical costs, I also had to rebook flights home at a cost of $500, and I forfeited 7 nights accommodation, I made a claim for all of this too and was paid back with the medical bills.
If you do get busted up though and decide to fly home rather than hang around watching everyone else have a sweet time, make sure the doctor gives you a consultation note recommending you return home for further assessment, without this the insurer won't pay the flight/accomm costs.
It's also worth noting that as soon as you get back on Australian soil, your travel insurance doesn't cover your medical expenses... It's all down to your private health cover or medicare, which is why in cases of extreme injury they'll opt to fly you home rather than have you treated in a Canadian hospital, because the cost of getting you home will be a lot less than the surgery bills from Canada.
Hopefully this has been helpful... Have fun man, it's a fucking amazing place. I hope to go back and make it past day 4 before breaking myself.