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Sales: Boiler Room, Glengary Glen Ross

Inspiration: Free Solo (watching someone with singular focus that achieves excellence, it's absolutely incredible)

Tech: meh, not sure much does it here. Tons of entertaining stuff, but not sure what else. Sorkin is good I guess: Steve Jobs and The Social Network.

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Glengarry Glen Ross was excellent and I added it to my own answer above, but I would argue Boiler Room is as motivational as Wolf of Wall Street - some good sales advice scattered amongst (what should be) cautionary tales.

If you like Free Solo, I recommend The Alpinist, another documentary about solo climbing in unreal peaks.

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