What often happens is that the anchor will slide under the points of three boulders.
I recovered my neighbor's anchor last week (he had tied a float to the anchor line) by running in a
big circle around the stuck anchor. The technique has always worked for me.
I also have a large galvanized ring that can be slid down the anchor line, over the chain, and down the shank to pull it out by the crown.
(Attach a line to it first).