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'Nassau Street' by Herman Herst would top my list.
I wholeheartedly agree with this recommendation. However, this is not a philatelic publication but rather the reminiscences of a US stamp dealer from the salad-days or heyday of stamp collecting. There are plenty of interesting stories and anecdotes and makes one long for those days.
Its similar to "Where are the Customers' Yatchs?: or a Good Look at Wall Street" by Fred Schwed if you have an interest in investing. Highly entertaining and informative from the dealer/broker perspective.