"From shirt sleeves to shirt sleeves in three generations” is known as a Scottish proverb; but after years of reading, versions have appeared in virtually every culture including Italian, Spanish, and Chinese. The point of the saying is that one generation earns a fortune without changing its values, goals or customs. The next generation inherits wealth and adapts its values, goals and customs to it. The third generation, not understanding where the wealth came from or how it is to be maintained, squanders it, leaving itself and the next generation to start over. We believe this pattern points to the need for wealth owners to understand their values, goals, and personal circumstances and to use those as drivers for their wealth management strategies. Our instructors feel that these strategies need to be put into writing and communicated to everyone involved either immediately or in the future.