Charles "Silver Dollar Smith" Solomon

Silver Dollar Smith
from wikipedia's entry on historical criminals of New York

1843-1899 Tammany Hall political organizer known as "Silver Dollar Smith". Solomon was the political boss of the old Tenth Ward district and owner of the Silver Dollar Saloon in Essex Street across the street from Market Street Court.

There's more about Charles "Silver Dollar Smith" Solomon and his association with Monk Eastman over at the Lower East Side History Project
an excerpt

Smith's saloon was one of the sites of operation for the Eastman Gang, run by Jewish gang leader Monk Eastman, who worked as a bouncer for Silver Dollar Smith. Smith himself was a corrupt local politician and member of the Max Hochstim Association, also known as the Essex Market Court Gang due to the saloon’s proximity to the Essex Market Court. The Silver Dollar Saloon was notorious for housing Tammany Hall leaders, politicians and false witnesses, and Smith was reported to physically threaten local saloon owners in the neighborhood. In one such instance, Smith was arrested for stabbing August Gloistein, owner of a saloon on 354 Grand Street.