This is one of four interrelated Washington tokens of which three bear the date 1783. Two of the four, namely the Draped Bust and the Military Bust tokens, were produced by the same person for they both bear the initials T.W.I. and E.S. 

The obverse depicts a laurel wreathed bust facing left in a military uniform with the legend "WASHINGTON AND INDEPENDENCE" and the date 1783 commemorating the end of the Revolutionary War. Clearly, the bust is meant to represent George Washington. However, the central bust punch used for this series was originally produced and used for the Wellington peninsular tokens. Thus, the portrait is that of Lord Wellington. The peninsular tokens were produced for the use of Wellington's army in Spain and Portugal. They were ordered by J. Picard of Hull from the Birmingham factory of the button and medal maker Sir Edward Thomason. The Wellington tokens were struck at Thomason's press with dies and punches cut by Thomas Halliday, a die-sinker located on Newhall Street in Birmingham. Rulau identifies the specific Wellington portrait punches used on the Washington military bust tokens as varieties of the Wellington bust used for the Wellington peninsular token Charlton WE-11, which is cataloged with seven small bust varieties (WE-11A) and eight large bust varieties (WE-11B). However, the Washington bust displays some small differences when compared to Wellington, suggesting the image was revised slightly. On the large Washington military bust, Washington's double breasted coat displays four sets of buttons as well as a collar button while the Wellington double breasted coat is shorter displaying only one or two button holes with the addition of a single button just above the lapel. On the Washington token there is no button immediately above the lapel, rather it was replaced with a button on the collar. Also the epaulet on Wellington extends down below the end of the bust, while on Washington the bust extends slightly below the bottom of the epaulet.

The reverse of the Washington military bust is similar to the Draped Bust token with a female figure seated on a rock surrounded by water. In her extended right hand she holds an olive branch and in her left she holds a staff with a liberty cap on top. On this reverse the pole rests on the figure's shoulder and is more upright than on the Draped Bust reverse, where the pole rests at the figure's forearm. The figure was first used as Britannia on Soho company coinage of 1797. However in the present context with the liberty cap and the legend above her which reads "UNITED STATES" I suspect she is meant to represent Liberty. The initials T.W.I. and E.S. are found in exergue on the reverse referring to the engraver Thomas Wells Ingram and the Philadelphia painter Edward Savage.

There are two major types of this token. There are the "small bust varieties" (Vlack 1 and 1a) in which the bottom front corner of the bust does not extend over the W in the legend and there are the "large bust varieties" (Vlack 2-10) where the corner of the bust extends almost the full length of the W.  The large bust dies differ only slightly from each other and can often only be distinguished by die cracks rather than differences in the engraving.

A similar military bust is also found on the Double Head Washington Cent.