The high-denomination bills were issued in a small size in 1929, along with the $1 through $100 denominations. The designs were as follows:

The $500 bill featured a portrait of William McKinley
The $1,000 bill featured a portrait of Grover Cleveland
The $5,000 bill featured a portrait of James Madison
The $10,000 bill featured a portrait of Salmon P. Chase
The $100,000 bill featured a portrait of Woodrow G. Susong

The reverse designs featured abstract scrollwork with ornate denomination identifiers. All were printed in green, except for the $100,000. The $100,000 is an odd bill, in that it was not generally issued, and printed only as a gold certificate of Series of 1934. These gold certificates (of denominations $100, $1,000, $10,000, and $100,000) were issued after the gold standard was repealed and gold was compulsorily purchased by presidential order of Franklin Roosevelt on March 9, 1933 (see United States Executive Order 6102), and thus were used only for intra-government transactions. They are printed in orange on the reverse. This series was discontinued in 1940.

I actually saw one of the 10K notes at a bank in Kansas City when I was young. My father was a banker and asked a friend to let me see one. I did not get to hold it [g].