I completely agree that it is far easier to get the stump out while it is still attached to the tree.
I have a lot of scrub oak trees, some of which I have removed. If the tree is not particularly tall, and you can be certain you have a chain longer than the tree, I have had good success with pulling them over in reverse.
I hook a chain as far up on the tree as I can reach with a 6' ladder, say 10 feet, and then hook the chain to my FEL bucket. Back up slowly and over she comes. Do not try this in forward as you can easily tip the tractor over on itself with the chain attached above the tractor.
I can estimate the height of a tree fairly easily with a short torpedo level. Hold it so the 45 degree bubble is centered and sight along the top of the level. When you can just see the top of the tree, the distance from the point where you are standing to the tree is ~6' less than the height of the tree. A staff to stabilize the torpedo level against makes things much more accurate. For safety, you need at least 20' more chain than the height of the tree.
If the tree doesn't come over it is chain saw and backhoe time. My ground is rocky and scrub oaks love to tangle their roots around rocks in the 100-200 lb range, which makes digging them out even slower.
Wet ground helps a lot.