Hey... I haven't been around for a bit, wish it was because I was sailing, and not because of just life.
Having a buoyed line seems like a clever idea, but there is a chance it will be missed in the dark of an anchorage, and end up snagging a prop. I wonder if another idea might work.
What about attaching a trip line to the anchor in the normal fashion, and then attaching it part way up the anchor line. When you are raising the anchor, if it's stuck, you can grab the trip line, and pull using that, instead of the line attached to the shank, and ideally freeing the anchor.
I am setting up a new anchor and rode soon (Rocna if I can afford it). I plan on having 50' of chain (34' boat), and attaching a 60' trip line to the anchor, and then to the end of the chain. Chances are I am not anchoring in 50' of water that often, which means I can grab the trip line when pulling the anchor if it sticks.
The issue I see with this setup is snagging on something. But if the trip line is floating then it should float a little above everything, but with it being attached to the chain, it won't reach the surface. Or... attach the trip line to the chain with some sort of breakaway clips (which ofcourse only break away when I want them too & not by accident, and they are durable, won't corrode, are easy to find and replace, and are cheap