1. Your biggest enemies are your bills. The more you owe, the more you stress. The more you stress over bills, the more difficult it is to focus on your goals. More importantly, if you set your monthly income requirements too high, you eliminate a significant number of opportunities. The cheaper you can live, the greater your options.

- Mark Cuban

2. We can talk about republican or democratic approaches to the economy, but until you fix the student loan bubble – and that’s where the real bubble is – and the tuition bubble, we don’t have a chance. All this other stuff is shuffling deck chairs on the Titanic.

- Mark Cuban

3. If you’re looking where everybody else is looking, you’re looking in the wrong spot.

- Mark Cuban

4. Do we know what we are designed to be or do we find out through experience?

- Mark Cuban

5. It’s hard not to fool yourself. Everyone tells you how they are going to be special. But few do the work to get there. Do the work.

- Mark Cuban

6. Patent law holds us back, in every which way, shape or form. There is place for it, in physical products, in pharmaceuticals, but in software in particular, there is no place for it.

- Mark Cuban

7. Pay attention to what’s happening around you. Don’t think there’s just one way to do things—context is everything.

- Mark Cuban

8. It’s called working your ass off.

- Mark Cuban

9. Once you have found out what you love to do, there is only one goal: How can you be the best in the world at it. It doesn’t matter if you are a filing clerk, athlete, accountant, or bartender. All that matters is that you do whatever you can to be the best.

- Mark Cuban

10. I wouldn’t be where I am now if I didn’t fail a lot. The good, the bad, it’s all part of the success equation.

- Mark Cuban

11. I had to kick myself in the ass and recommit to getting up early, staying up late and consuming anything I possibly could to get an edge.

- Mark Cuban

12. Relaxing is for the other guy.

- Mark Cuban

13. I still work hard to know my business. I’m continuously looking for ways to improve all my companies, and I’m always selling. Always.

- Mark Cuban

14. I love to compete. Somebody out there is competing against me, and I want to kick your ass. I say it all the time: Business is the ultimate sport.

- Mark Cuban

15. I want the bad news first.

- Mark Cuban

16. I create offbeat advice; I don’t follow it. I rarely take third-party advice on my investments.

- Mark Cuban

17. It doesn’t matter how many times you fail. You only have to be right once and then everyone can tell you that you are an overnight success.

- Mark Cuban

18. It’s always better if you’re honest with yourself and anticipate where the problems could come from.

- Mark Cuban

19. If you have managers reporting to managers in a startup, you will fail. Once you get beyond startup, if you have managers reporting to managers, you will create politics.

- Mark Cuban

20. One thing we can all control is effort. Put in the time to become an expert in whatever you’re doing. It will give you an advantage because most people don’t do this.

- Mark Cuban

21. With every effort, I learned a lot. With every mistake, I learned what not to do.

- Mark Cuban

22. The edge is knowing people think you’re crazy, and they’re right, but you don’t care what they think.

- Mark Cuban

23. It is so much easier to be nice, to be respectful, to put yourself in your customers’ shoes and try to understand how you might help them before they ask for help, than it is to try to mend a broken customer relationship.

- Mark Cuban

24. Wherever I see people doing something the way it’s always been done, the way it’s ‘supposed’ to be done, following the same old trends, well, that’s just a big red flag to me to go look somewhere else.

- Mark Cuban

25. When you first start working for me, directly for me, I micromanage until I trust you.

- Mark Cuban

26. Customers want to see that you have other customers.

- Mark Cuban

27. When you’ve got 10,000 people trying to do the same thing, why would you want to be number 10,001?

- Mark Cuban

28. It’s not about money or connections, it’s the willingness to outwork and outlearn everyone when it comes to your business. And if it fails, you learn from what happened and do a better job next time.

- Mark Cuban

29. It’s not whom you know. It’s not how much money you have. It’s very simple. It’s whether or not you have the edge and have the guts to use it.

- Mark Cuban

30. Focus on building the best possible business. If you are great, people will notice and opportunities will appear.

- Mark Cuban

31. You learn in life that a lot of things are the result of effort, but some things, in terms of scale, are random.

- Mark Cuban

32. Because if you’re prepared and you know what it takes. It’s not a risk. You just have to figure out how to get there. There is always a way to get there.

- Mark Cuban

33. Effort is measured by setting goals and getting results.

- Mark Cuban

34. Being rich is a good thing. Not just in the obvious sense of benefiting you and your family, but in the broader sense. Profits are not a zero sum game. The more you make, the more of a financial impact you can have.

- Mark Cuban

35. Great entrepreneurs invest the time, no matter how many hours a day, to learn more about their industry and the business they want to start than anyone else.

- Mark Cuban

36. Don’t start a company unless it’s an obsession and something you love. If you have an exit strategy, it’s not an obsession.

- Mark Cuban

37. What I do know, at least what I think I have learned from my experiences in business, is that when there is a rush for everyone to do the same thing, it becomes more difficult to do. Not easier. Harder.

- Mark Cuban

38. The number-one job of the hedge-fund manager is not to make sure that you can retire with a smile on your face – it’s for him to retire with a smile on his face.

- Mark Cuban

39. A sure sign of failure for a startup is when someone sends me logo-embroidered polo shirts. If your people are at shows and in public, it’s okay to buy for your own employees, but if you really think people are going to wear your branded polo when they’re out and about, you are mistaken and have no idea how to spend your money.

- Mark Cuban

40. In every business I have had, I have made sure my customers have had my email address and can reach me directly.

- Mark Cuban

41. Life gets easier when you don’t have to worry about the bills.

- Mark Cuban

42. If you’ve got $25,000, $50,000, $100,000, you’re better off paying off any debt you have because that’s a guaranteed return.

- Mark Cuban

43. Entrepreneurs have to be brutally honest with themselves and recognize where they have added value and where they have gone along for the ride.

- Mark Cuban

44. You have to learn how to use time wisely and be productive. How wisely you use your time will have far more impact on your life and success than any amount of money.

- Mark Cuban

45. I’m a believer that you accomplish much, much more with direct relationships than by using an intermediary. And that cash you keep in the bank can be the difference between staying alive as a small business, or not.

- Mark Cuban

46. I look at my annual budgets for everything and anything, and I look to see where I can save the most money on those items. Saving 30% to 50% buying in bulk – replenishable items from toothpaste to soup, or whatever I use a lot of – is the best guaranteed return on investment you can get anywhere.

- Mark Cuban

47. Everyday I look in the mirror and make sure I don’t pinch myself so I don’t wake up. I don’t take it for granted. All the time I say ‘Why me?’

- Mark Cuban

48. Always ask yourself how someone could preempt your product or service.

- Mark Cuban

49. I retired at twenty-nine, bought a life-time pass on American Airlines and my only goal in life was to party like a mad man and get drunk with as many people as possible. And I was happy right there. But when we started the streaming business, I knew it could be something big.

- Mark Cuban

50. I spend time in bookstores because one idea from a book or magazine can make me money.

- Mark Cuban

51. In my opinion, right now, there’s way too much hype on the technologies and not enough attention to the real businesses behind them.

- Mark Cuban

52. Learn to sell. In business you’re always selling – to your prospects, investors and employees. To be the best salesperson put yourself in the shoes of the person to whom you are selling. Don’t sell your product. Solve their problem.

- Mark Cuban

53. I’m a big believer that you always reiterate, you always learn, you always realize your business is evolving.

- Mark Cuban

54. What is your grind?

- Mark Cuban

55. You always have to know what business you are in. Everybody thought we were in the basketball business. It’s an NBA-team; we are not in the basketball business. We are in the business of creating experiences and memories.

- Mark Cuban

56. I’m always afraid of failing. It’s great motivation to work harder.

- Mark Cuban

57. Sweat equity is the most valuable equity there is. Know your business and industry better than anyone else in the world. Love what you do or don’t do it.

- Mark Cuban

58. One of the most underrated skills in business right now is being nice.

- Mark Cuban

59. Everyone is passionate about something. Usually more than one thing. We are born with it. There are always going to be things we love to do. That we dream about doing. That we really, really want to do with our lives. Those passions aren’t worth a nickel.

- Mark Cuban

60. Always wake up with a smile knowing that today you are going to have fun accomplishing what others are too afraid to do.

- Mark Cuban

61. The one person who you should never believe when it comes to evaluating your abilities is you. The very worst judge of your abilities is you. Self-evaluation is never successful. When you are the best at something, the demand for your services will grow. People want to hire the best. They want to be associated with the best.

- Mark Cuban

62. What I’ve learned in these 11 years is you got to stay focused and believe in yourself and trust your own ability and judgment.

- Mark Cuban

63. I worked hard and smarter than most people in the businesses I have been in.

- Mark Cuban

64. We don’t sell wins or losses. The one thing you can’t control in sports is which games you are going to win or which games you are going to lose. But what I could control was the experience the fans have.

- Mark Cuban

65. Creating opportunities means looking where others are not.

- Mark Cuban

66. Those back-to-back experiences confirmed what I already knew: That I was a shitty-ass employee and I’d better start my own business.

- Mark Cuban

67. If you are ahead of the curve and you can anticipate where things are going … anything is possible.

- Mark Cuban