Success is a point of view, entrepreneurial success often comes at the expense of happiness and personal life
Extreme success results from an extreme personality and comes at the cost of many other things. Extreme success is different from what I suppose you could just consider 'success', so know that you don't have to be Richard or Elon to be affluent and accomplished and maintain a great lifestyle. Your odds of happiness are better that way. But if you're extreme, you must be what you are, which means that happiness is more or less beside the point. These people tend to be freaks and misfits who were forced to experience the world in an unusually challenging way. They developed strategies to survive, and as they grow older they find ways to apply these strategies to other things, and create for themselves a distinct and powerful advantage. They don't think the way other people think. They see things from angles that unlock new ideas and insights. Other people consider them to be somewhat insane.
If you're not obsessed, then stop what you're doing and find whatever does obsess you. It helps to have an ego, but you must be in service to something bigger if you are to inspire the people you need to help you (and make no mistake, you will need them). That 'something bigger' prevents you from going off into the ether when people flock round you and tell you how fabulous you are when you aren't and how great your stuff is when it isn't. Don't pursue something because you "want to be great". Pursue something because it fascinates you, because the pursuit itself engages and compels you. Extreme people combine brilliance and talent with an *insane* work ethic, so if the work itself doesn't drive you, you will burn out or fall by the wayside or your extreme competitors will crush you and make you cry.
Follow your obsessions until a problem starts to emerge, a big meaty challenging problem that impacts as many people as possible, that you feel hellbent to solve or die trying. It might take years to find that problem, because you have to explore different bodies of knowledge, collect the dots and then connect and complete them.
It helps to have superhuman energy and stamina. If you are not blessed with godlike genetics, then make it a point to get into the best shape possible. There will be jet lag, mental fatigue, bouts of hard partying, loneliness, pointless meetings, major setbacks, family drama, issues with the Significant Other you rarely see, dark nights of the soul, people who bore and annoy you, little sleep, less sleep than that. Keep your body sharp to keep your mind sharp. It pays off.
Learn to handle a level of stress that would break most people.
Don't follow a pre-existing path, and don't look to imitate your role models. There is no "next step". Extreme success is not like other kinds of success; what has worked for someone else, probably won't work for you. They are individuals with bold points of view who exploit their very particular set of unique and particular strengths. They are unconventional, and one reason they become the entrepreneurs they become is because they can't or don't or won't fit into the structures and routines of corporate life. They are dyslexic, they are autistic, they have ADHD or ADD, they are square pegs in round holes, they piss people off, get into arguments, rock the boat, laugh in the face of paperwork. But they transform weaknesses in ways that create added advantage -- the strategies I mentioned earlier -- and seek partnerships with people who excel in the areas where they have no talent whatsoever.
They do not fear failure -- or they do, but they move ahead anyway. They will experience heroic, spectacular, humiliating, very public failure but find a way to reframe until it isn't failure at all. When they fail in ways that other people won't, they learn things that other people don't and never will. They have incredible grit and resilience.
They are unlikely to be reading stuff like this. (This is *not* to slam or criticize people who do; I love to read this stuff myself.) They are more likely to go straight to a book: perhaps a biography of Alexander the Great or Catherine the Great* or someone else they consider Great. Surfing the 'Net is a deadly timesuck, and given what they know their time is worth -- even back in the day when technically it was not worth that -- they can't afford it.
I could go on, it's a fascinating subject, but you get the idea. I wish you luck and strength and perhaps a stiff drink should you need it.
It's through curiosity and looking at opportunities in new ways that we've always mapped our path at Dell. There's always an opportunity to make a difference.
Peter Thiel spoke at YC he drew a Venn diagram that illustrates the situation perfectly. He drew two intersecting circles, one labelled "seems like a bad idea" and the other "is a good idea." The intersection is the sweet spot for startups. This concept is a simple one and yet seeing it as a Venn diagram is illuminating. It reminds you that there is an intersection—that there are good ideas that seem bad. It also reminds you that the vast majority of ideas that seem bad are bad.
I'm convinced that about half of what separates the successful entrepreneurs from the non-successful ones is pure perseverance. It is so hard. You put so much of your life into this thing. There are such rough moments in time that I think most people give up. I don't blame them. Its really tough and it consumes your life. If you've got a family and you're in the early days of a company, I can't imagine how one could do it. I'm sure its been done but its rough. Its pretty much an eighteen hour day job, seven days a week for awhile. Unless you have a lot of passion about this, you're not going to survive. You're going to give it up. So you've got to have an idea, or a problem or a wrong that you want to right that you're passionate about otherwise you're not going to have the perseverance to stick it through. I think that's half the battle right there.
When I meet with the founders of a new company, my advice is almost always, 'Do fewer things.' It's true of partnerships, marketing opportunities, anything that's taking up your time. The vast majority of things are distractions, and very few really matter to your success.