The Earl of Chicago

Silky (Robert Montgomery) is a dim crook who made his fortune selling bootleg liquor. The film begins, inexplicably, with Silky meeting Doc Ramsey (Edward Arnold) as Doc is released from prison. This is confusing because Doc was sent there thanks to Silky....and you'd think they would want nothing to do with each other. However, Silky knows Doc is actually an honest man and trusts that Doc will be an able assistant in his 'business ventures'.

Silky's life is about to take a huge turn in another direction...and it comes as quite the shock. It seems that Silky is the heir to a title and property in England...though he never knew it since he was raised in an orphanage. Not surprisingly, Silky is quite lost in his new position and Doc is counting on this so he can repay him for his former 'kindness' and plans on relieving Silky of his American holdings while Silky is busy playing an Earl. This is going to come as a shock, as Silky's English estates are not exactly flush with money. What's next? See the film to find out for yourself.

It is quite enjoyable watching Robert Montgomery playing such a coarse and dim-witted criminal...mostly because the role was so unlike most of his others. Unfortunately, this didn't last, as about 3/4 of the way through the film Silky realized what Doc was doing and the film became very, very dark. In fact, I'd give the first 3/4 an 8 (it was really very good) and the last portion a 2....as it was too dark and left me very unsatisfied.

to have Robert Montgomery's gangster character, Silky, talk like a cross between Bugs Bunny and somebody on helium? Other than that one eyebrow raising observation though, I really liked this weird little film.

Silky was a bootlegger in prohibition days, and now he uses that knowledge to legitimately manufacture and sell his own liquor. His car is waiting the day Doc Ramsey (Edward Arnold), his former attorney, gets out of prison. Ramsey was framed for the crime he served seven years for, and he presumes that framing was done by Silky, his former client. Doc wants Silky to make a statement to the D.A. admitting guilt because the statute of limitations has long run out on the crime, and by admitting what was really done, Doc will be cleared and can regain membership to the bar. Silky says he knows nothing about it in a way that says he knows everything about it but intends to do nothing. Then he asks Doc to be general manager of his liquor business - he thinks Doc is an honest man which is just about as close as an admission of guilt as you are going to get out of Silky. Doc agrees to take the job.

Now "The Godfather" always said to keep your friends close and your enemies closer, but for this to work you need to be smart enough to know the difference between the two, and Silky just does not seem that bright. Plus Silky is afraid of guns, even the sight of them. This makes you wonder why he is still alive and kicking as a gangster with his right hand man in jail all of these years.

Then something from left field appears. Silky's uncle has just died, he had no children, and Silky is the sole heir to the uncle's earldom in England. Doc sees his chance for some revenge. Silky isn't interested in this at first, but Doc tells him about all of the land and money that comes with the title, getting Silky to leave for England. Doc goes along, but gets Silky to sign power of attorney to him since Silky will be busy grabbing what he can in England. Honestly, how did Silky not win the Darwin award before the age of 12? Well the rest of the film just illustrates what we have known all along - that Silky has no redeeming qualities as a human being whatsoever. Yet as Earl he is expected to display "noblesse oblige". Edmund Gwenn is perfectly cast as Munsey, Silky's butler in England, who explains the term as "The earl's subjects never let him down, but likewise the earl is expected to never let his subjects down." It is quite a job for someone like Silky to shoehorn himself into such a role that he didn't want in the first place. Meanwhile, Doc is out using Silky's power of attorney to bankrupt Silky and his American businesses, knowing that because of taxes and the laws of the land, it would be years before Silky could get one farthing out of the estate.

It all boils down to a big showdown between Silky and Doc where Silky gets an education in business - which is where a man with money (Silky) meets a man with experience (Doc). The man with the experience gets the money, and the man with the money gets the experience. How will somebody with Silky's violent temper react when he realizes he has so stupidly misjudged somebody? Especially when he is afraid of guns? Well, let's just say that Munsey has succeeded in teaching Silky that he is more than he thinks he is and he shows this trait at two unexpected points in the film, the second point being the very end of the film.

Most people think that "Night Must Fall" was Robert Montgomery's best performance, but I have to say I think he acted exactly the way you'd think a serial killer would act straight down the line in that film. This one really shows that Montgomery can surprise you. You think he's going to react one way, because everything he's done has set you up to believe he is a certain kind of person, and then he does something that is a polar opposite of that expectation, yet it is entirely believable. Highly recommended.

Former Chicago bootlegger 'Silky' Kilmount (Robert Montgomery) opens a legal distillery after prohibition. He hires 'Doc' Ramsey (Edward Arnold) to manage it. Seven years earlier, he had framed Doc which sent the innocent man to prison. When he inherits the title "Earl of Gorley" with its estate, Doc finds the opportunity to take revenge..

I don't see Silky hiring Doc after what happened before. It could only happen if both Silky and Doc agreed to it. There is no way that Silky would trust Doc. More than that, there is no way that he would trust Doc to the point of giving up the Power of Attorney. He is more likely to pay him to make amends. Montgomery is playing him like an idiot. In which case, I don't see him achieving any success as a bootlegger. No matter which way I look. I don't believe the basic premise. This could be interesting for everybody else. I could never let it go.

Most of the reviews already posted recommend against this film. I thought I'd chime in with the supporters.

Of the 8 films in the Warner Archive "Robert Montgomery Collection" bundle, this is my favorite, followed closely by Faithless (1932). Overall, I've rated 18 of his films, and gave 4 sevens, 9 sixes, 4 fives and 1 four. That fits my overall rating profile pretty well, except one should have been an 8 instead of a four or five. So I'm not a special fan of Montgomery.

I agree that Montgomery's portrayal here is heavy-handed. His character, the titular Earl of Chicago, talks and behaves like a cross between Huntz Hall and Leo Gorcey, with an annoying giggle to guild the dandy-lion. Oh, and leave us not omit the Cagney-esque shoulder-roll.

The Earl has a twist that is interesting, if unlikely for a Chicago bootlegger: he's gun-averse, to the point of breaking out in a sweat when he sees one in some circumstances. He's volatile and sadistic, as demonstrated by his ring-slapping a man who displays his gun "for a laugh." He happily pays his thugs overtime for after-hours physical intimidation of a customer who withdrew his business during these post-Prohibition days. (We don't get a fix on the year, but it must be close to the repeal of Prohibition in 1934, because his cousin Master Gerald is about 13 during the flashback (the actor was 15), but is with his regiment in France in the present-day of the movie, late 1939.)

The Earl learns and grows during the story. He is humbled by the grandeur of the House of Lords. He discovers history, both English and American. He learns the basics of the culture of the landed gentry and their tenants, particularly about noblesse oblige. Edmund Gwenn delivers his usual pleasurable and effective performance, helping to shepherd the American Earl through his discoveries.

Unless this print was politically enhanced for later re-release, this film was released in January 1940, in the middle of the Phoney War. Hitler invaded Poland September 1, 1939, and Britain, France, Australia and New Zealand declared war on Germany 2 days later. America declared its neutrality 2 days after that. Europe languished in the Phoney War until Hitler invaded France, Belgium, Luxembourg and the Netherlands in May 1940, although the Nazis began with other aggressions in March and April. (The History Place has a nice timeline, easily found by searching for "hitler's invasion of europe.")

Because the visitors to the castle in 1939 are mostly in uniform (not true during the flashback to 1934), and English troops in France are mentioned, I interpret part of the film's intent was to reduce America's isolationism, implying that it was OUR noblesse oblige to help defend Europe, especially England, against Hitler's aggression. The message is subtle, but I see it. MGM got more much overt about our noblesse oblige in 1940 with films Escape and The Mortal Storm.

The film's revenge plot line involves Edward Arnold's character (also delivered with his customary skill). One of the effective aspects of the film is that this character is written and performed to throw us off the scent. While we see his secret vengeful actions, he also interacts with the Earl and others beyond the need to disguise his intent. I wondered whether his actions were as destructive as they seemed.

MGM does its usual excellent job of providing beautifully designed and dressed sets.

I liked this movie. I only give a rating of 7+ if I recommend the film.

Robert Montgomery plays a gangster named Silky who framed his lawyer Doc Ramsey (Edward Arnold) seven years earlier. When Doc is released from prison he finds he is disbarred and can't work as an attorney, so he has to go back to work for Silky as his general manager. But Doc is bitter and waiting for a chance to get his revenge. A chance that comes when Silky is discovered to be the heir to an English title.

Uneven blend of comedy and drama. The comedy works well. The drama not so much. Montgomery's hammy gangster persona just doesn't jive with Arnold's angry man hell-bent on revenge. Edmund Gwenn is good as Silky's butler. The ending is pretty bad and makes you wonder what the point of the whole movie was. Still, top stars make it worth watching.