Besides the riding what makes it is great place to live? I had a buddy that thinks the weather is too crappy, but I don't care about a little extra rain.
Well, people here are a lot more relaxed. You know your neighbours - half my block has a key to my house (when I lock my doors). The mountains you can walk to - there are many great parks - perfect for kids, dogs, bikes, hikes, you name it. And as for the commute - Rainmaker nailed it when he said the drive is spectacular sometimes - and its not stop and go, bumper to bumper. Yes, its a longer ways but time wise its the same time but the stress is all gone. I moved up here and was working at 6th and 6th in New West. I went from a 35km commute Langley to New West to an 108km drive and it took me the same time - about 1hr 15min. I will never be on the east side of the Port Mann again. Can't wait till that bridge is tolled and the bitching starts.
as for the weather - your friend is full of it. it is windy here a lot more than other areas, its a combination of the winds coming down the callaghan valley from whistler and also the mamquam valley. this is great if you are into kite surfing and wind surfing. those same winds push the clouds often just east of Squamish - you can see its raining down in the city and its just windy here - you watch the storm pass by to the east.