What If: When Harry Met Frank

Apologies for venturing outside my self-appointed remit of the 1960s but this is too good to ignore and the artwork above extremely rare.

It’s pretty hard to get out of our minds the vision of Clint Eastwood as the tough cop of Dirty Harry (1971) especially brandishing his .357 magnum and snarling lines like “Do ya feel lucky, punk?” It was such a high point of Eastwood’s career that it’s hard to see anyone else in the role.

But, in fact, Warner Brothers did. Long before Eastwood entered the equation the studio had Frank Sinatra lined up. If your notion of Sinatra comes from musicals like High Society (1956) or easy-on-the-eye Rat Pack ventures like Sergeants 3 (1963) or his Oscar-winning turn in From Here to Eternity (1953), you would be forgetting his harder-hitting roles in the later 1960s as a tough cop in The Detective (1968) and as private eye Tony Rome (1967) and sequel Lady in Cement (1968).

Nor was Don Siegel a shoo-in for the director’s chair. Warner had already assigned that task to Irving Kershner. The Sinatra-Kershner version got far enough up the production ladder for the studio to produce a piece of artwork with the actor in the title role – see above. This went out in an advertisement that appeared in Variety on November 9, 1970, under the headline “Now In Production Or In The Can (And In Theaters Soon)” suggesting the movie with Sinatra in the title role was pretty much a lock. Though what exactly was in the briefcase was anyone’s guess.

Other films advertised in the same spread were Rabbit Run with James Caan (also seen in this section of the ad) and Robert Altman’s McCabe and Mrs Miller (though under a different title). However, the photo of Sinatra with a briefcase was hardly inspirational and a far cry from the eventual Eastwood image that went with the picture. Whether Sinatra’s interpretation of the character was intended to be quite as tough and mean as that of Eastwood, we shall never know.

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