Jim, even a little tree can really hurt a roof.
I have no idea, and your post really does not say, but how much experience do you have dropping trees?
I'm pretty good at it, can't hit the pop can like some of my friends back home, but I can get a tree to fall the way I want it, most of the time
I'm just saying that if you do not have a lot of experience dropping trees, maybe it is time to hire someone to drop it for you, as I'm sure you can cut it up, the REAL work!!
Just a thought.
Only thing I know "different" about pine is that they can barber chair somewhat more that some hardwoods, but this really should not be a problem with the right cuts.
Anything close to a house, you have to make sure where it is leaning, if it is leaning away from the house, in a direction you would like the tree to fall, lucky YOU!!
Make a good wide notch, so once the tree starts it way down, it has enough energy to break the hinge, and continue it's fall..............
If you know how to fell trees, I'm not telling you anything new, right
Oh yeah, use two plastic wedges, just to be safe, you REALLY don't want that tree in your living room
Good luck!