Should be easy. Put it just on, or ahead of the middle point of the boat so when it's inverted it's balanced to slightly stern heavy. It's easier on the arm to pull down over a long portage than it is to keep pushing upwards.
How it attaches will depend on gunwale style.
When a man is part of his canoe, he is part of all that canoes have ever known. - Sigurd F. Olson, "The Singing Wilderness"
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