On September 28, 1996, Tim recorded a video interview at Montague Bookmill. He later suffered a heart attack just as he began singing at a ukulele festival at the nearby Montague Grange Hall in Montague, Massachusetts.
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He was hospitalised at the nearby Franklin County Medical Centre in Greenfield for approximately three weeks before being discharged with strong admonitions not to perform again because of his diabetes and heart conditions. He ignored the advice.
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On November 30, 1996, while performing at a Gala, he suffered another heart attack on stage in the middle of a rendition of his hit, Tiptoe Through the Tulips.
His wife asked him if he was feeling all right, and he said he was not; she was helping him back to their table when he collapsed, and never regained consciousness.


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