The Timken Roller Bearing Company commissioned J.C. Leyendecker to paint portraits of war commanders for 1944 war bond ads & posters, of which here are 2 examples.
The geek in me likes to think of this first one of Admiral Kirk as a portrayal of an inspiring ancestor of Admiral James Tiberius Kirk of the 23rd century.
The second one is of General 'Vinegar' Joe Stillwell, who I thought maybe was portrayed in a movie by Karl Malden, but I'm probably mistaken.