The songs on the whole album take place in very late fifties / very early sixties, that's the key.
The song is about an American ex-pat in Cuba, friends with Batista regime just before Castro and the commies take over. He should have left earlier when the other Americans did. The "goodbye look" is his intuition that he will be taken out behind the casino and shot by a Castro firing squad for being an American capitalist or something of that nature.
and next he will get shot!
see the last season of "Boardwalk Empire", the same thing nearly happens to Nucky Thompson in Cuba.
The songs on the whole album take place in very late fifties / very early sixties, that's the key.
The song is about an American ex-pat in Cuba, friends with Batista regime just before Castro and the commies take over. He should have left earlier when the other Americans did. The "goodbye look" is his intuition that he will be taken out behind the casino and shot by a Castro firing squad for being an American capitalist or something of that nature.
and next he will get shot!
see the last season of "Boardwalk Empire", the same thing nearly happens to Nucky Thompson in Cuba.