Just to stir this a little more, there's no legal requirement for a "finished" whisky to be in the casks more than 1 day and until there is a regulation that means we klnow how long the whisky's been "finished" for and until then I won't be buying any of them.
I know most of the major producers talk about how long they finish their malts for but this is talk there's nothing on the label and therefore hearsay, if they put the time on the label then that has to be proveable legally and we'd know for certain.
On the small cask, I'd start checking it after a couple of weeks as you'll be surprised how fast the infusion of rum will happen
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