
- Mark Cuban: "The Only Investment Guide You'll Ever Need by Andrew Tobias and How to Retire by the Age of 35 were my go-to books when I got out of college and I still refer to them today. They gave me a path that really helped me." source ↗
Andrew Tobias's plain-spoken, famously funny guide to personal investing, first published in 1978 and continuously updated for four decades. It demystifies the stock market, annuities, life insurance, and financial advice itself, arguing that the average investor's best moves are simple: diversify, keep costs down, and avoid paying for complexity. The book's central claim is that you can understand money better than the professionals if you stop being intimidated.
Cuban told Men's Health that The Only Investment Guide and Cashing in on the American Dream 'were my go-to books when I got out of college and I still refer to them today. They gave me a path that really helped me.' The founder lesson is financial literacy as leverage: understanding how markets and fees actually work lets you deploy your own capital early, avoid the expensive mistakes that kill startups, and negotiate from cash, not desperation.