I attended the February 2005 Torex auction in Toronto, at which, a 1911 Dominion of Canada $500 bank note (DC-19) sold for CDN $150,000 plus the juice.
An excerpt from the auction catalogue reads as follows:
"The Dominion of Canada 1911 issue $500.00 note is rightly called the 'EMPRESS' of Canadian bank notes. The 1911 issue $500.00 note has several similarities to the 'Emperor" of Canadian coins, the 1911 silver dollar. Both are dated 1911 of course, the year of transition from the reign of Edward VII to George VI, and both are extremely rare. There are two 1911 silver dollars, (and an example struck in lead), and only two surviving 1911 Issue $500 notes. Ownership of the 1911 dollar or the 1911 $500 note represents the ultimate collecting achievement in two fields of Canadian numismatics. There are also some distinct differences besides the obvious. Neither of the 1911 issue $500.00 notes have transacted in a public auction sale and have seldom and only traded hands through private treaty sales, while the 1911 silver dollar has sold at auction three times since 1975, and several other times by private treaty. There is no example of an issued $500.00 note of the 1911 issue in the Bank of Canada's National Currency Collection, or in any other museum collection, although the N.C.C. does have a 1911 silver dollar, as well as Specimen and Proof examples of the $500.00 note. Both known 1911 issue $500.00 notes are near identical in grade. The offered example grades VG/F, and has four strong corners and good body. The auctioneer believes that it is extremely unlikely that any other known $500.00 note of the 1911 issue will be offered for sale, making this an unique opportunity to acquire an example of the 'Empress' of Canadian banknotes."
Here is an image of the note from the back of the auction catalogue.
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Arthur Richards
Contributor, Charlton Catalogue of Canadian Government Paper Money, 19th, 20th, 21st, 22nd and 29th Edition
Pricing Panel Member, Charlton Catalogue of Canadian Government Paper Money, 21st Edition 2009