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CoreAS said..Thats ok for flatish water venues but unfortunately, you would get absolutely drilled on the east coast FL trying to get out of the shore break like that!
Don't think my chiropractor would approve me carrying boards and rigs on my nogging either

I have a pile of respect for you Berowne cause you rip on your race gear and you help others with your posts! But that's not even what I would consider small shore break.
If there are actual breakers I would never use any technique that puts the sharp trailing edge of the front wing up against the gut.
I can't speak for race gear but for smaller freeride gear the best way I have found to get in or out of the soup is to drag the whole kit upside down by either the mast or the bottom handle. Always keeping my body up wave of the kit. I can duck dive the board under small oncoming waves and in general stay away from the sharp stuff. Most of the time I just let the sail flow where it wants, only picking it up when I'm so shallow that the boom drags. The only risky moments are when it's shallow and the back wing is eye level, then I hold on to the back wing and the mast.
Dean has some footage of how to do it, can you repost that mate?
I will carry the kit on my head at times but not with the sail rigged, just too heavy/risky. My body would definitely not handle the weight of a race kit all on my head.
Here is a shot of how I carry my gear to and from the waters edge in one trip. When the board is on the ground on it's side you can grab it right where the mast attaches to the board and the whole board and foil will balance on one hand while you swing onto your head (at least my set ups have). Then I squat down and pick up the rig and set it on my shoulder. The hands can just chill at your side or lightly hold the wing.
Sorry to derail this thread a bit by sharing free ride approaches to this problem, it's just that the topic of getting any foil safely through the shore break is not discussed enough.