The Goodbye Look

I always think this song reminds me of the film "The Comedians", based on the book of the same name by Grahame Greene. It is set in Haiti, at the time of Papa Doc Duvalier and his Ton-Ton Macoute, ruthlessly wiping out the revolutionaries opposed to his terrible dictatorship. Liz Taylor plays Martha (Gretchen), the German wife of an ambassador, and two visiting Americans witness executions by the beach.

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.

nice!

This is a fantanstic tune about Castro... The protaganist is in Cuba having the time of his life...till the government changes overnight with a revolution. He needs to get off the Island... that Colonel is suppose to be Castro with the stupid face, the glasses and the gun...This might even be a Hemmingway type character speaking...I know what happens... I heard the song, lots... I love it.

You're right - its all about Cuba post-revolution as opposed to the Batista days. Of course, it could be any island that had a revolution overnight (there were many in the 70's and 80's)

I just love how breezy and carefree he sounds, all the time he could be arrested. "Won't you pour me a Cuban Breeze, Gretchen?" Er, don't you have a motor launch to catch?

First time, I heard the song without knowing the lyrics. Sounded like some lover who had given him the kiss-off. Reading closer, the good-bye look is a lot more sinister!

Like Mumajor, I first thought this was a guy realizing he's getting the kiss-off from a beautiful woman. Actually, he's realizing he's getting the kiss-off from a Banana Republic (any one of them in or around the Carribbean, it seems to me).

I don't see arrested in the equation, however. Somehow, this guy was oblivious enough to get left behind after all the other Colonialists left. Now, after dark, locals are rounding up anyone who might be connected with the oppressors and taking care of them behind the big casino on the beach (which is probably pretty empty now). Could be a flaming tire around the neck or any other local execution rite, but chances are it's not pretty. He's just realized that he's one of the last ones left (he "got" the Goodbye Look). He's sick, there's no embassy to help, and the only chance he sees is some sleaze with a small boat.

its a late 50s british james bond in pre-castro cuba, great tune and poetry

I always interpreted this as being about the failed Bay of Pigs invasion of Cuba, and "All the Americans are gone except for two" being the US Government turning a blind eye to Brigade 2506 in the aftermath. The Colonel refers to Fidel Castro. "There's been talk and lately a bit of action after dark" refers to the Cuban Missile Crisis, and "tonight they're arranging a small reception just for me" is about the US eventually reaching an agreement to extract the Brigade 2506 POWs.

I agree with the government change in Cuba concept. Perhaps it's being sang from the perception of an American spy who is expecting to be murdered behind a casino by the beach.