During the 1890's both Canada and the U.S. would release three sets of stamps containing stamps with extremely high face values. The United States released the Columbian Exposition Issue in 1893 to correspond with the 400th Anniversary of the discovery of America by Christopher Columbus, and in 1898 the Trans-Mississippi Issue was released. Both sets contained stamps that were over $1 in face value. To get an idea of how much money that was, consider that in 1893, one pound of tea cost 75 cents. Today 100 grams of tea is $5 or more so a pound would be almost $25. It was a lot for a stamp, so much so that very few of these high values were printed and even fewer were saved.
Canada's contribution to this was the Diamond Jubilee Issue, released on June 19, 1897. It consisted of 16 stamps, identical in design and with denominations ranging from half a cent to five dollars:
150,000 issued 8,000,000 issued
2,500,000 issued 20,000,000 issued
750,000 issued 75,000 issued
200,000 issued 150,000 issued
100,000 issued 100,000 issued
100,000 issued 24,900 issued