You tell Smiley he shows up light (With no cash?) one more time,
he's gonna go home in a box. Dead?

You understand me?

Pretty soon, you wil be ready to pass your English test for admission to the Mafia.[H]

"Light" in this context does seem to be no cash, or perhaps short of the required amount.

Box - yes. A coffin.
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 Clive's reply was promoted to an answer.
We must teach Madhulk all about the "vig." Unfortunately I don't understand it very well myself.
You mean vigorish?[:^)]
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