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Assuming you mean "How often is a grey area of trust law clarified by a court decision?", the answer is probably somewhat often. Again, I don't do trust law so I couldn't speak intelligently to that. I do a lot of property related law and I subscribe to the state bar reporter for that. Even with property being a fairly settled area of law, there are still 3-8 cases highlighted every quarter because they shed new light on the court's interpretation of certain law or precedent.
However, the times where those changes were actually relevant to something I drafted or used in a legal matter is more rare. I can only think of one example in the last two years.
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