In late 2015, an unexpected name popped up in the liquor industry press: Bob Dylan. A trademark application for the term “bootleg whiskey” had been filed under Mr. Dylan’s name. Among those who noticed the news was Marc Bushala, 52, a lifelong fan and a liquor entrepreneur whose bourbon brand, Angel’s Envy, had just been sold for $150 million. Mr. Bushala said he immediately spent weeks “obsessing over this concept of what a Dylan whiskey could be.”

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