The tart rhubarb shrub and hints of rhubarb flavor in the Aperol play off each other really nicely in this drink. I used Four Roses Yellow Label Bourbon here, but plug in your favorite bourbon for mixing if you don't have Four Roses on hand.
Note: To make simple syrup, combine 1 cup water with 1 cup sugar in a small saucepan and heat over medium heat, stirring constantly, until sugar is dissolved. Cool before using. Simple syrup will keep in a sealed container in the refrigerator for up to 5 days.
Add bourbon, rhubarb shrub, Aperol, simple syrup, and vermouth to a cocktail shaker and fill with ice. Shake until well chilled, about 20 seconds. Strain into two coupe glasses and serve immediately.
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