I had the popping off issue with a plastic WW boat, using a skirt that every measurement said should be right. I sent a tracing of the rim back to the manufacturer when I sent back the skirt.
Their solution was very simple and worked right out of the gate. It was a skirt with a bungie (I won't mess with rands but that's another story) - they put in a thicker bungie. I haven't an issue since.
The rand idea would have the same effect, but a thicker bungie might also do the trick.
Canoe / Kayak Anchors
Bent Shaft Canoe Paddles
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