If you're referring to coins, the familiar Lincoln cent was the first US circulating coin to carry a man's portrait.
If you're referring to paper money it's very difficult to specifically state whose portrait was first because there was no single, common form of US paper currency until the 20th century.
From the 18th to the mid-19th century most Federally-issued money was in the form of coins. Bills were printed by many different sources. For example the Continental Congress printed money called "Continentals". Individual colonies and states also printed bills. Later on even local banks printed their own currency.
The first federally-issued paper money that's a direct predecessor to today's bills was printed during the Civil War, so these could reasonably be chosen as the first federal bills to depict an historic American man. (At that time there were no prohibitions against showing a living person, which accounts for portraits of Lincoln, Chase, etc.)
1861 $5 demand note: former Treasury Secretary Alexander Hamilton
1861 $10 demand note: current president Abraham Lincoln
1862 $1 United States note: current Treasury Secretary Salmon P. Chase
1862 $2 United States note: former Treasury Secretary Alexander Hamilton
George Washington, the first president of the US.
The most commonly known women on a US coin is Susan B Anthony. She was pictured on the US dollar coin made from 1979 to 1981 and again in 1999.
Thomas Jefferson
Ben Franklin
The first coin authorized by the US Government was the Fugio Cent. It pictured a sundial as the primary design and had no portrait. Most early US coins carry an image of "Miss Liberty". The first coin struck for general circulation that showed the portrait of an actual person was the Lincoln Cent, introduced in 1909.
Martha Washington.
George Washington, the first president of the US.
George Washington
US Scott #306 Martha Washington was the first American woman to appear on a US Postage stamp on that date. However, Queen Isabella of Spain was pictured in the Columbus series.
The first US stamp was issued in 1847. It was a 5 cent stamp that pictured Benjamin Franklin.
Obama
there are no women pictured on any value of US paper currency. only men.
I have always pictured us together. In a jail cell at least.He pictured the image in his mind as it was described to him.
Benjamin Franklin and George Washington were on the first US Postage stamps.
Scott Number 306 - Martha Washington was pictured on a stamp in 1902.
The most commonly known women on a US coin is Susan B Anthony. She was pictured on the US dollar coin made from 1979 to 1981 and again in 1999.
In 1939 the US Issued a stamp picturing kids playing baseball on a sandlot. Thirty years later a batter was pictured on a stamp honoring professional baseball. In 1982, Jackie Robinson was pictured and named on a postage stamp.