You'll cave in the railroad tie retaining wall if the impact doesn't get forced on the uphill side of the retaining wall. A log to land the butt upon might be needed.
That looks like a very, very straightforward dismantle.
The dump looks pretty straightforward, too, aside from the butt kicking onto the sidewalk or house, depending on the angle its felled away from them.
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...
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