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If you can find a way to clamp the dolly to the canoe towards the back I think you’ll be fine. Looking at what others have done, the secret is pulling the dolly and not the canoe. What’s the worst that can hap…
https://youtu.be/O5CAkx4aWB0
Oh mate you’ve sent me down that rabbit hole!
https://youtu.be/n54DyrY8VE8
I’ll leave this here, it’s only 1/2 mile to the river, but there is an 18% hill! I’ve done it twice. Will I do it again? Not a chance!!