Kaiji

Japan, 1995. After graduating from high school, Itō Kaiji moves to Tokyo to get a job, but he fails to find steady employment because the country is mired in its first recession since World War II. Depressed, he festers in his apartment, biding the time with cheap pranks, gambles, liquor and cigarettes. Kaiji is always thinking about money and his perpetual poverty frequently brings him to tears.

Kaiji's unrelenting misery continues for two years until he is paid an unexpected visit from a man named Endō, who wants to collect an outstanding debt owed to him in Kaiji's name. Endō gives Kaiji two options - either spend ten years to repay this outstanding debt, or board the gambling ship Espoir ("hope" in French) for one night to clear the debt. Using a con, Endō pressures Kaiji into accepting the deal, believing he will never come back from the voyage.
--Wikipedia

The manga is divided into three parts:
Part 1: Volume 1-13 (Complete)
Part 2: Volume 14-26 (Complete)
Part 3: Volume 27-39 (Complete)
Part 4: Volume 40-? (Ongoing)