There is no such thing as a 1000 dollar bill in current circulation, and there never has been. The highest denomination of United States currency ever printed was the $100,000 bill, which was used only for transactions between Federal Reserve Banks and was never available to the general public. The $100,000 bill featured a portrait of Woodrow Wilson, the 28th President of the United States, on the front.

However, in the past, there were several different types of large denomination bills that were used for various purposes. For example, during the late 19th and early 20th centuries, the United States government issued large size silver certificates in denominations of $500, $1,000, $5,000, and $10,000. These notes were primarily used for transactions between banks and were not commonly circulated among the general public.
On the $1,000 silver certificate, which was first issued in 1891, the portrait featured was of Alexander Hamilton, who was the first Secretary of the Treasury and a key figure in the founding of the United States. The bill also featured several other symbolic images, including a vignette of the U.S. Capitol building and a portrait of an eagle.
The $1,000 bill was redesigned several times over the years, and the portraits and other images featured on the note changed accordingly. For example, in the early 1900s, the portrait on the $1,000 bill was changed to that of Grover Cleveland, who served as the 22nd and 24th President of the United States. The note also featured a vignette of the U.S. Capitol building and an image of an eagle.
In 1928, the design of the $1,000 bill was updated again, and this time the portrait featured was that of John Marshall, who was the fourth Chief Justice of the United States Supreme Court. The note also featured a vignette of the U.S. Capitol building and an image of an eagle.
In 1934, the United States government discontinued the printing of large denomination bills, including the $500, $1,000, $5,000, and $10,000 notes. This decision was made in part to prevent their use in criminal activities such as money laundering and tax evasion. However, the bills that had already been printed remained legal tender and could be used in transactions.
In conclusion, the 1000 bill does not exist in the United States, but there were several types of large denomination bills that were issued in the past, including the $1,000 bill, which featured different portraits over time. The last printing of large denomination bills was in 1945, and they were officially discontinued in 1969.