Just get theft insurance and don't get too attached. Bikes get stolen, buy a new one and move on. The cover is a good idea as you are buying a bike people want, but a disc lock won't help much. Most stolen bikes get lifted into the back of a van. Personally I have heard enough stories about people trying to drive away with the lock on (myself included) that I no longer use them. As for the alarm, you will hear it, but by the time you get down, it will be gone. Search youtube, they get 600cc bikes which are significantly heavier in the van in like 15 seconds.
If you really want to slow down thieves, a thick hardened chain wrapped through both wheels and through a solid anchor seems to be your best bet. A good chain setup will cost you almost as much as your deductible (and most condo's dont allow you to drill in an anchor). I'm sticking with my original idea of theft insurance and pray.
As far as outside in the winter goes, no big deal. Take out the battery, fill the tank with gas and stabilizer and put on the cover. Try not to store the bike where icicles will fall on it and you'll be fine.
Good luck.
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