Hacker Cinema
The Man in the Gray Flannel Suit
1956 · Film · 153 min
Directed by Nunnally Johnson
Tom Rath is a suburban father and husband haunted by his memories of World War II, including a wartime romance with Italian village girl Maria, which resulted in an illegitimate son he's never seen. Pressed by his unhappy wife to get a higher-paying job, Rath goes to work as a public relations man for television network president Ralph Hopkins. Drawn into poisonous office politics, Tom finds he must choose his career or his family.
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Even if you didn't care about learning business through film, I would recommend these. Most are classics and highly enjoyable. I left out the great ones already mentioned.
Risky Business - going from idea to execution in a very short time
High Fidelity - small business, vertical expansion, labor relations
There Will Be Blood - "I have a competition in me."
Office Space - process reengineering, efficiency, employee motivation
It's A Wonderful Life - customer service, community building, ethics
The Man In The Gray Flannel Suit - work life balance
The Player - handling office and industry politics
Enron: The Smartest Guys In The Room - ethics (and the catastrophe that befalls those without them)