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True, I'm not sure I would try the creme sherry, but I was thinking of something that would add a different sort of flavor. Maybe Cointreau with orange bitters, or maybe creme de cassis or Chambord with some cherry vanilla bitters that I have. It would depend on the brand of whisky. Maker's - yes, I'll make Manhattans with bourbon - is kind of sweet anyway, so something like a curacao or Campari could balance it with a bit of bitterness.
Whatever sweet liqueur I use tends to just be a splash of it anyway, just to add complexity to the flavor.
Whatever sweet liqueur I use tends to just be a splash of it anyway, just to add complexity to the flavor.