Hi! Good to hear from you. I'm really enjoying the programme too ... it's the first time I've used a heart rate monitor properly (it's spent most of the five years I've owned it stuck in the back of a drawer) and at the start of week # 3 I am feeling so much fitter and faster (so it IS working - hurrah!) ... walked up a 900 metre mountain yesterday and didn't even break into a sweat!
Doing the intermediate followed by the advanced is a good idea as I'm wondering what to do when I reach the end of week #5 ...
Dark is going to be a problem for me too soon as I live in Iceland! But here a lot of the forest and park trails are lit with streetlights, so I'll run on them to stay off road. If I was still in the UK I'd have the same problem as you though - I guess I'd try and find a football pitch or park which I could run round the endge of, hopefully well lit and near habitation/a road of some sort. But thinking about it, there was nothing like that where I used to live anyway! I guess I'd just try to keep my course as hilly as possible - even if it meant circling the same part of town for an hour.
Weather is going to be my biggest problem here - it's not so bad when it's crisp and still and -20 degrees, but I'm not looking forward to the days of 100 mph winds and driving sleet - ugh!