Be aware of that large hanger.
A proper hinge should do all the steering. A pull rope will be easier and move the tree faster than wedging, if you're good with a throwline (basal-tied over a very stout branch, near the collar).
How will the butt flop around when dropped into that low road bed? The sidewalk and corner of the house are in close proximity to the butt. Perhaps a bit higher up facecut will allow it to travel downhill a bit more before detaching, getting a bit more room. Might want a tight retainer rope for the butt, holding it away from the house. If you're not square to the butt, you will lose some tension when the tree travels off the stump.
A picture with the camera against the tree, facing the layout would be informative.