I will update this as new information comes to light, but I thought I'd put this chronology up as an easy-to-find reference page of dates and addresses and other details.
1914: Benjamin and Rose Dubrow emigrated from what is now known as Belarus, or "White Russia" at the time. Little is known about Benjamin's family, except that he had a sister named Sylvia who stayed behind. At the time of the Dubrow family emigration, George, Fannie, and Lila had all been born. Sylvia was in utero, and Rose was the first child born in America.
1929: Benjamin opened Dubrow's Cafeteria at 1110 Eastern Parkway in Brooklyn, NY. Henry Jablonski Sr was a counterman.
1939: Benjamin opened Dubrow's Cafeteria on King's Highway at E. 16th street in Brooklyn, NY.
Leo Martin was an assistant manager.
1940: Henry Jablonski Jr began working at Dubrow's Cafeteria on Eastern Parkway as a dishwasher. He would stay until the Eastern Parkway and King's Highway restaurants had both closed, eventually working as a manager.
1942: Property was purchased on King's Highway - possibly for a slight expansion?
1952: Dubrow's Cafeteria opens in Manhattan (7th Ave and 38th)
Max Tobin, a manager, was held up at the Manhattan Dubrow's.
1956: George Dubrow, a manager, died suddenly and unexpectedly.
1958 Benjamin Dubrow died.
1959: Leo Martin left Dubrow's to work at another restaurant.
1968: Leo returned, as manager of the Manhattan Dubrow's.
1970: Irwin Dubrow, a manager, died suddenly and unexpectedly.
1983: "The Cafeteria" is filmed in Dubrow's. Marcia pointed out it is "practically a documentary" about Dubrow's, and she has some great digitized photographs from the movie.
1985: Manhattan Dubrow's closed.
2000: Leo Martin died.
2001: Irving Kaplan, a manager and an owner, died.