
Read by Donald Trump, Larry Ellison, Chip Wilson and 4 others

Characteristic bluntness runs through the book recommendations of Mark Cuban, the billionaire Shark Tank investor and founder of Cost Plus Drugs, which favor entrepreneurship, investing, and technology. The 11 titles here come from his blog and Twitter account, plus interviews with C-SPAN, Money, Vanity Fair, and Inc., and podcast appearances. Business and strategy and science and technology lead. He is unusually candid about The Fountainhead: "I don't know how many times I have read it, but it got to the point where I had to stop because I would get too fired up." On Jason Fried's Rework he is emphatic, saying he'd invest in someone who read it over an MBA holder "every time," and he calls Cashing in on the American Dream "a big motivator for me" in his early career.
Last updated February 2026 · Every recommendation cited to its original source.
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His 11 recommendations include The Fountainhead by Ayn Rand, Rework by Fried and Hansson, Cashing in on the American Dream by Paul Terhorst, Principles by Ray Dalio, and The Master Algorithm by Pedro Domingos.
A top pick is Ayn Rand's The Fountainhead. Cuban says he's reread it so often that "I had to stop because I would get too fired up," crediting it with teaching him to think as an individual.
Rework by Jason Fried and David Heinemeier Hansson. Cuban says, "If given a choice between investing in someone who has read Rework or has an MBA, I'm investing in Rework every time."
He calls The Master Algorithm by Pedro Domingos "the best book I've read on the subject of AI and Machine Learning," and recommends Rebooting AI by Gary Marcus and Ernest Davis.
Yes. He is the author of How to Win at the Sport of Business: If I Can Do It, You Can Do It (2011), which collects lessons from his entrepreneurial career.