Add bourbon, red bitter liqueur, sweet vermouth, and chocolate bitters to a mixing glass.
Fill with ice and stir for approximately 30 seconds until well chilled and diluted.
Fine strain into a chilled coupe glass.
Garnish with a skewered maraschino cherry.
The addition of chocolate bitters is the Left Hand's defining twist - it bridges the gap between bourbon's vanilla-oak character and the bitter herbal notes of the red liqueur, creating a cohesion that neither a Negroni nor a Manhattan achieves on its own.
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