I would have expected more from Dalton Trumbo's script. This boss comes over as something of an angel by today's standards. From a "leftist" writer this is somewhat surprising. You must not try very hard to feel sorry for this boss. I would rather have seen him murdering people with delight and becoming president or worse and, of course, never get caught. And after two terms as president, I would have had some lackey of his becoming president and on and on and then let him die of old age at least a hundred years old after having nothing but a "pleasant" life nurturing every lust and nastiness under the sun. This is not that kind of picture, for sure. He has contacts with the underworld but most unwillingly and when one of these contacts bumps off a policeman he is not happy about it and almost does not mind getting caught! Come on Dalton, I don't see much danger in bosses as far as this film goes.

***SPOILERS*** The film is obviously based on the notorious and mobbed up Tom Pendergast Missouri political machine that got future president of the United States Harry S. Truman, played by Joe Flynn using the name Ernie Jackson in the movie, elected senator. "The Boss" follows the career of a crooked politician Matt Brady, John Payne, from running the state of Missouri, that's never mentioned in the film, to running from the law and ending up spending his golden years in a federal penitentiary.Coming back home from WWI as a decorated US Army captain Brady was uninterested in following his older brother Tim, Roy Roberts, footsteps in taking over the city's Third Ward. It was after a night of drinking and fighting with his best friend Bob Herrick, William Bishop, and while barley sober marrying a complete stranger Lorry Reed, Gloria McGhehee, that Brady finally came to his senses. It was also after being dumped by his girlfriend, who would later marry his best friend Bob, Elsie Reyonolds-Doe Avedow- and his brother Tim suddenly dropping dead, after having a violent argument with him, that changed Brady's way of thinking. Changing it for the worst not the better.Being the top political king maker Brady controlled every politician in the state from Governor Beck, Harry Cheshire, on down to the local dog catcher. Ruthless and vindictive at anyone who as much as meekly disagreed with him Brady nurtured a slew of enemies who, when the time came, descended upon him like vultures on a dying corpse in the wild.Brady went so far as getting involved with the mob who's head man Johnny Mazia, Robin Morse, he helped out, from going to jail, when he was a teenager. This happened when Brady got wiped out in the stock market and was deeply in debt to Mazia's gang in him losing over $200,000.00 in his gambling with Mazia's illegal bookies. With Brady having no choice but letting Mazia's gang have their way they turn the entire state of Missouri into a den of political corruption and mob drive-by shootouts and sponsored hit-jobs.The final shoe to drop is when Brady gave the go ahead for Mazia to whack former gang member Morris Lazetti, John Mansfield, who was to turn states evidence against both him and Mazia in their criminal activities. This lead to what is now known as the "Kansas City Massacre" that cost the lives of a number of FBI Agents who were taking Lazetti, who was also killed, to Washington to testify.With public outrage reaching its hight the city fathers lead by newly elected District Attorney Stanley Millard, Rhys Williams, have Brady kicked out of his position as head of the Third Ward. On top of all that there's also a federal charge in the murder of the FBI Agents, as well as fixing both federal and state elections, also hanging over Brady's head.In the end even Bob Herrick, Brady's best friend, turned on him perjuring himself-in order to save his own hide-by falsely testifying that Brady took over a million dollars in kickbacks from a number of city insurance companies. What hurt Brady most is that he risked his life in saving Bob from being murdered by the Mazia mob! And this is the gratitude he ended up getting from him!In the end a beaten and broken man ,looking at least twenty older then he actually is, Matt Brady who even his long suffering and abused wife Lorry couldn't quite bring herself to feel sorry for is seen walking into the state penitentiary- Leavenworth- with his trademark Cuban Cigar dropping to the ground as he prepares himself to spend the rest of his life behind prison bars.

Based on the story of Boss Tom Pendergast of Kansas City who ruled the roost there succeeding brother Jim from World War I until the outbreak of World War II, John Payne delivers a riveting portrayal of a political boss back in the day when these guys were at their heights running our nation's cities. Mostly, but not all were Democrats who rounded up and registered the foreign ethnic populations and got them to vote for the party slate. In the days before social welfare became a responsibility of government, these bosses while they enriched themselves also fed a lot of hungry people, giving them food and fuel for a winter. Tom Pendergast was no exception there.When talking about some of the facts of the Pendergast machine operation, the screenplay by Dalton Trumbo under the pseudonym Ben L. Parry sticks pretty close to the facts. In fact Pendergast did do the things described in the film to a country club that high hatted him. The romantic angle however of Payne being in love with Doe Avedon who married best friend William Bishop and then marrying plain Jane Gloria McGehee in a moment of drunken weakness is a complete fabrication. In fact Pendergast's private life as far as we know was a model of probity and he and his wife raised several children, unlike here where he's shown to be a man alone even keeping his wife at room's length away.The character of Joe Flynn, later Captain Binghamton on McHale's Navy is Harry Truman who was a county judge (commissioner) for Jackson County, Missouri and later United States Senator. Truman himself was honest, but he also winked and nodded at the corruption of others and some of the cronies he put into office as president embarrassed him no end.Ward Boss Roy Roberts, Payne's brother is James Pendergast and it is true he ran a good chunk of Kansas City from his saloon. It's also quite true that Pendergast did make a deal with organized crime there who did open speakeasies in Kansas City like every place else in the USA. The famous Kansas City massacre did have a bad effect on his public image although not as immediately influential in bringing him down as shown in The Boss. The Boss is a no frills uncompromising look at the soft underbelly of corruption in America back in the day. It's a well acted drama with John Payne in one of his best dramatic performances.

While Dalton Trumbo's political and professional travails certainly affected his outlook, I believe he looked more to conventional history in scripting "The Boss".Trumbo certainly used the corrupt Democratic political machine of Tom Pendergast as the template for his script. Small wonder. The Pendergast machine was one of the most enduring municipal fiefs of the mid-twentieth century.The crook that Payne is forced to make deals with in "The Boss" appears to be based on the real-life overlord of Kansas City prohibition-era crime, Johnny Lazia. The gunfight sequence at the train station is directly drawn from the famous 'Kansas City Massacre' of 1933 when 'Pretty Boy' Floyd, Adam Richetti and Verne Miller mowed down several F.B.I. agents and also killed the crook they were trying to rescue, Frank 'Jelly' Nash.Another interesting parallel between the film and actual history is that Harry S. Truman was sponsored by Tom Pendergast and managed to keep himself personally clean and advance his political career while remaining loyal to the Machine. Truman is portrayed down to his glasses in "The Boss" by Joe Flynn, subsequently known to many as "Captain Binghamton in "McHale's Navy".One little known historical fact that was left out is that Truman's first official act upon becoming President after F.D.R. died in 1945 was to fire the U.S. Attorney for Missouri who successfully prosecuted Tom Pendergast for tax evasion and sent him to prison in 1939.Truman was loyal to Pendergast to the very end.