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Early jobs

Having left school around the age of thirteen, Berlin had few survival skills and realized that formal employment was out of the question. His only ability was acquired from his father's vocation as a singer, and he joined with several other youngsters who went to saloons on the Bowery and sang to customers. Itinerant young singers like them were common on the Lower East Side. Berlin would sing a few of the popular ballads he heard on the street, hoping people would pitch him a few pennies. From these seamy surroundings, he became streetwise, with real and lasting education. Music was his only source of income, and he picked up the language and culture of the ghetto lifestyle.

Berlin learned what kind of songs appealed to audiences, writes Bergreen: "well-known tunes expressing simple sentiments were the most reliable." He soon began plugging songs at Tony Pastor 's Music Hall in Union Square and, in 1906, when he was 18, got a job as a singing waiter at the Pelham Cafe in Chinatown. Besides serving drinks, he sang made-up " blue " parodies of hit songs to the delight of customers.

Biographer Charles Hamm writes that in Berlin's free time after hours, he taught himself to play the piano. Never having had lessons, after the bar closed for the night, young Berlin would sit at a piano in the back and begin improvising tunes. He published his first song, "Marie from Sunny Italy", written in collaboration with the Pelham's resident pianist Mike Nicholson, in 1907, receiving 33 cents for the publishing rights. The sheet music to the published song presented his name as "I. Berlin".

Berlin continued writing and playing music at Pelham Cafe and developing an early style. He liked the words to other people's songs but sometimes the rhythms were "kind of boggy," and he might change them. One night he delivered some hits composed by his friend George M. Cohan, another kid who was getting known on Broadway with his own songs. When Berlin ended with Cohan's "Yankee Doodle Boy", notes Whitcomb, "everybody in the joint applauded the feisty little fellow."