I started myself with a SUP (without waves) and Wing, I found it was a bit boring after a while. But with waves you can use the Wing like a lift to take you out. Some years back I was trying to learn surfing, and the thing I remember most is all this paddling out through the waves. Already exhausted you try your best on the next wave and then you have to go back out again.
I also followed some people on YouTube who review SUP boards, they ended up downwind on the lake, but they had fun trying something new.
This is what I built myself
It kept me upwind but did add some drag and the strap begins to vibrate
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