Hi Jojo, from the neck finish for the cork I reckon this is from the early 30's rather than the late 30's. From the early 30's JW [like most whisky companies] went on to a stopper cork rather than a plug cork and this looks like a plug cork neck.
The William Teacher company invented/designed the stopper cork but the patent ran out in the early 30's and most whisky companies went down that route. You may still see some old Teachers advertising from that time telling their drinkers to throw away the cork screw.
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