"How High the Moon" Manhattan

This manhattan goes with Les Paul's classic like his guitar did with Mary Ford.
2 oz Rye, Bulleit (The green grassy notes in the Bulleit suit the drink best.)
34 oz Sweet vermouth, Carpano Punt e Mes (Aggressive bitter character in the rosso best here.)
14 oz Cherry shrub (Homemade using base of 16 oz each demarara sugar, rice vinegar & cider vinegar)
Instructions
Combine in mixing glass over ice, stir for 30 secs, strain into coupe.
Notes
Nice showcase for the Bulleit, which is wonderfully green and grassy for a rye. The cherry shrub gives sharp top notes along with cherry umami to moderate the bitter Punt e Mes. Did your Dad ever add juice from the the jar of "maraschino" cherries to his manhattan? This cocktail mimics that but in a much more satisfactory way. If this drink evokes anything, perhaps it would be the guileless cocktail culture of the 50's when my Dad learned to mix drinks.
History
As this was being fused into being à la minute 6/25/11, "How High the Moon" by Les Paul and Mary Ford came onto the iPod. To me it was a happy coincidence.
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