Agree with @BubbaBanker - "Enron: The Smartest Guys in the Room" is a good watch.

Also check out: Quants - The Alchemists of Wall Street (2010) How the Economic Machine Works, by Ray Dalio (2013) Black Wednesday (1997) Meltdown (2010) Becoming Warren Buffett (2013)

Film-wise, watch "The Founder" (2016) - all about Ray Kroc and the founding of McDonald's.

"Work is the curse of the drinking classes" - Oscar Wilde
 
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"Something Ventured" - https://www.imdb.com/title/tt1737747/ - Venture capitalists getting Apple and others off and running.

"Hank: 5 Years from the Brink" - https://www.imdb.com/title/tt3137552/ - Documentary and interview w/Hank Paulson about financial crisis.

"Enron: The Smartest Guys in the Room" - https://www.imdb.com/title/tt1016268/ - It was mentioned above but I have to mention it again because it is so good.

"Inside Job" - https://www.imdb.com/title/tt1645089/ - If this is the one I'm thinking of it's really good. A bit basic if you already know a lot about finance, but entertaining and informative. Unfortunately it's not on Netflix anymore, can rent it on Amazon Prime Video for $3.

 

Most of these are low quality due to age. They are interesting to watch though.

Trader - Paul Tudor Jones during the crash of 1987. Finding a good quality copy is difficult but there should be better streams out there if you get creative.

Opalesque Tv - Interview series featuring alternative investment managers and hedge funds. Covers different strategies and philosophies for various events. A few big names in it;

https://www.youtube.com/channel/UCstOoFY_n96MFF-W63sJOgg

Trillion Dollar Debt - About Black Scholes and LTCM collapse.

https://vimeo.com/244903345

25 Million Pounds - The trader who helped cause the downfall of Barings Bank.

I second the mentions of Something Ventured, Quants, Hank: 5 Years from the brink, and Inside Job; enjoyed all of them.

 

Some of them have been mentioned above, but here’s a complete list: 1. Bigger than Enron (2002) 2. The Corporation (2003) 3. The Smartest Guys in the Room (2005) 4. The Bank That Bust The World (2010)
5. Inside Job (2010) 6. Meltdown: Global Financial Collapse (2011) 7. Becoming Warren Buffett (2017)

Not documentaries, but still very good films: 1. Barbarians at the Gate (1993) 2. Margin Call (2011) 3. Too Big to Fail (2011) 4. The Big Short (2015)

 

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