If you know me personally, or even digitally , then you know that I am a physical fitness and athletic enthusiast. I find that there is a certain level of determination that is built up by being physically fit and sticking to a regimen. Athletics and exercise are the purest physical expression of true mental discipline that one can find. As an entrepreneur, I don’t think I would be able to do what I do without the mental preparedness a daily workout routine brings. 
With so many parallels between athletics and entrepreneurship, I asked myself “Who is the Steve Jobs of athletics?” This question can certainly be debated, but at the end of the day I arrived with an answer of Michael Jordan. A recent ad campaign by Nike with Michael Jordan is focused on the phrase “Be Legendary.” and the quotes that come from them are absolutely golden. In truth, some of the best entrepreneurial advice I have ever received has come from Michael Jordan and this campaign. Here are 23 insights that I’ve learned from Michael Jordan:
It’s About Knowing Where You’re Going
You have to have a clear path as to where you want to go. As a startup, things change along the way. Your execution might make you pivot or implement a different solution. At the end of the day, you need to stick to a clear vision and problem that you’re trying to solve. If you’re lucky enough to succeed, the road to where you’re going may look a lot different than it did when you first started. Take a look at Google- make the world’s information freely available. That has been the goal from day one, and despite solutions consisting of email, maps, video, operating systems, and more, that is still their goal at the end of the day. Never forget where you are going as an entrepreneur with your company.
Don’t Forget Where You Started/Came From
This holds true for you as a person as much as it holds true for the company itself. Though we do it for more than the money, money can often change people to forget their humble beginnings. Many great entrepreneurs came from absolutely nothing – just an idea that might change the world one day. Don’t ever forget that child like desire you had the first day you started. If you harness that essence, no money or fame can ever change you. Never forget your family and your close friends that were there before you started upon this journey. The best thing a company can do is keep a list/wiki of company lore that will remind them of their adventures. The long flights, the growth in employees, the launches, the failures, and more from the early days. Andres and I have been traveling the country with PadPressed. We’ve encountered some victories and many failures along the way, but we’re keeping a record of it through writing, tweets, and pictures.
Have the courage to fail
Failure is a part of anything in life, but having the courage to face it head on is what makes you stronger. We hear so much talk about “it’s okay to fail”, but I don’t think there’s enough clarification. You shouldn’t let your startup as a whole fail, that’s not something you should easily let happen. Startups are really a compilation of many small instances of victories and failures. It’s embracing those small instances of failures that will let you learn and adapt better. Think of embracing failure as the entrepreneurial equivalent of an immune system. By embracing failure, you learn what went wrong, what’s bad, and how to prevent it from happening again. You build up a resistance to that specific instance of failure.
Don’t break when broken
What goes up, must come down. Starting a company is a roller-coaster ride like none other. YCombinator actually has a graph here about this exact subject . You will feel broken inside and figure it’s time to give it all up. That might be quitting yourself, selling the company, taking a weak deal, or even calling it quits on a smaller scale. DON’T. Emotions are fleeting and cloud your judgment. For the most part, something that makes you feel broken, should not break you. The true also holds same for the opposite.
Take everything given to you and make something better
Society is all about evolution, especially in technology and software. The greatest technologies take the fundamentals of what already exists in some form, but improves them with the new pieces that have evolved. I wrote about this earlier in a piece called “Build What Was Previously Not Possible.” As an entrepreneur you will continually find new tools and innovations brought forth by other entrepreneurs. Take every single relevant thing you can find and bake it in to your product to make something better. For some that might be mobile, social, local,etc. Always ask yourself: “Am I using all the resources that are available and making something better?” We literally get nowhere with complacency, but get everywhere with advancement. Don’t change the game, evolve the game.
Work Before Glory
The best entrepreneurs are humble and don’t really care about the glory. One of the things that Dharmesh has taught me over the past few months is to keep a level head and be humble. Don’t worry about the next press article that comes out about your company. Eventually there will be too many of them that it won’t matter. It should be about the work you produce instead of the side benefit of glory. Your work will live on forever, but the glory will fade away when the next acquisition or rumor pops up. Legends are products of their work, NOT their glory.
Do what they say you can’t
The competitive nature of entrepreneurship is a fun one. Many people will tell you that it can’t be done or that it is too crazy. They will tell you that a better X can’t be built or you won’t be able to accomplish a small goal like fundraising or hiring. The people telling you this might not even be strangers, but close friends and family members. The only way to prove them wrong is to do it.
It’s not about the tech, it’s about what you do with it.
The tools and technology that is available to entrepeneurs just keeps on growing. Whether it’s social, HTML5, geolocation, node.js, cloud services, or whatever else, that’s not what this is about. Those tools by themselves are cool, but not that useful. The technology tools are like an artist’s paint brush or a baseball players bat. It’s about what you decide to create with those tools.
Be Scared Of What you won’t become.
As an entrepreneur, you probably have a very big long term vision that you want to accomplish. It can’t happen right now, but over time it eventually will. I always point out that Facebook started at one college, with one photo, no wall, and a mediocre design. Look at decisions as if they might compromise what you could become. If you take the easy route and make the wrong decision, you will not become what you should be. That should absolutely scare you. What if Zuck sold to Yahoo! many years ago? That has to be a scary thought as Facebook would not have become what it is today.
Make Others Scared Of What You Could Become
Entrepreneurs are often asked “So what if Google enters your market?” That’s a worthy question, but at the end of the day, your vision should be so mind numbingly amitious and huge, that it scares Google or someone else. Today you might be something small, but if you play your cards right, what you end up becoming is scary. The really smart entrepreneurs aren’t scared of the bigger guys as much as they are of the smaller, more nimble startups that COULD BECOME who they are now. At some point, everyone was no one.
Don’t finish where you began
Startups are all about momentum and forward moving progress. Every task, project, or new feature should be able to take you forward. It might even be okay if it took you backwards, as the journey backwards is still a journey. Spending a ton of time on something and just ending up where you began is something you should avoid as an entrepreneur.
Know what is within you, even if others can’t see it
Sadly, too many people in our industry disregard others that aren’t in the in crowd or very visible. They look at who an entrepreneur is now, but not at the true future potential of who that person will become. The same way a smart person knew that Facebook would be something big in 2004, is the same way a smart person knew that a 19 year old unknown kid from Harvard would change the world. Some people ask me why I put my phone number and other contact information out there publicly (fyi- it’s 201-305-0552). It’s simple- You never know who you might meet. They might not be somebody now, but over time they might become somebody legendary. If you can help them get there, it benefits everyone involved. By helping others, you eventually start to develop pattern recognition for finding great talent, which is a key component of being a leader.
Patience is more important than courage
We always want success now or even yesterday. It’s hard for us to realize that things won’t happen as fast as we want them to. Courage is certainly a very important trait, but more important is having the patience to see things through. When we look at the success of others, we only see the end result. Even if we see the journey along the way, it is still a small snapshot. Take in the whole picture and realize that there are no overnight successes.
Fulfill your destiny.
It takes a while to get to this point, but you eventually realize what your destiny is in life. You clearly know what you were meant to do with your life and what the end result will be. It takes a lot of trial by fire to get there, but once you do, you will become unstoppable. The real key to fulfilling your destiny is figuring out exactly what it is. Once you figure out what that specific destiny is, it’s a long journey, but the fire it generates inside, will put you on auto-pilot.
The press leads us to believe it is easier than it is
The press’ job is to write about stories that generate pageviews, since pageviews generate more advertising dollars. Failure and the grueling times don’t really get too many pageviews. Success, money, glory, and the end result of hard work certainly does get pageviews. This skews us to think that raising money, selling your company, or launching is just so easy. I’d wager a fair amount of money that you will almost never hear a story titled:”Startup X Fails To Raise $2,500,000 Dollars” unless there is some juicy gossip backstory attached to it. Get back to work and close the RSS reader.
The real work starts at the keyboard and with customers.
If you’re in a startup you’re either making something or selling something. If you haven’t made anything or sold anything, then I sincerely have no clue what you’re doing at a startup. Sure there are operational tasks that need to be handled, but all founders can bear that burden. As a whole, founders + early employees need to make sure their actions have a direct impact on something be made and/or something be sold.
Not every product or feature launch is a winner
Remember Beacon? Remember Google Buzz? Remember Yahoo! Live? Remember AppleTV V1? Well, you might, but not for good reasons. Not every feature or product launch is going to be a slam dunk. Even the giants in our industry like Apple can have products launch that don’t perform well. It’s impossible to shoot 100%, but what matters is that you take 100% of the shots that you should be taking.
Fire over flash
Pretty interface and nifty features are not the path to success. They are certainly a great advantage to have, but the product also has to have fire behind it. If you have a pretty application that provides no real “fire” aka utility to the user, then it won’t be used for long. Make sure you have fire before you have flash in your product.
Find Strength In Your Weaknesses
More and more, I’m finding out that my weaknesses are my strength. Weaknesses can be identified and attacked. If your company has a hole in its team, business model, or customer acquisition model, you can attack it head on. Find your weaknesses and figure out how to attack them in order to make your company stronger. It’s simple: the less weaknesses you have, the stronger your startup becomes.
Be motivated by your pain
Some athletes hit their high points when they reach the area of most pain. The pureness of facing the most difficult parts of your journey should be the most rewarding as they allow you to level up. When Facebook first started in the college market, they didn’t go after the schools where they could gain market share the easiest. Instead, Facebook actually went after universities where they would experience the most resistance and have the most pain ie- schools with existing social networks. If they could conquer this pain, they could easily conquer everything else.
Treat entrepreneurship like a privilege, not a right
I’m lucky to live in a country where entrepreneurship is something that anyone can get into. Many people often forget that other countries are not as lucky and have oppressive governments. We often talk about entrepreneurship as a way out of poverty, but this isn’t even possible in some countries. Don’t treat this as a lackadaisical experience. Many people would literally kill to be an entrepreneur, because it meant their survival. Be grateful for the opportunities you have and never take it for granted.
You must work for it every single of your day
Work/life balance is important, but there is no off switch for being an entrepreneur. You can’t just turn it off and come back to it 3 weeks from now. If you really want to do this. If this is your destiny, which for many many people it just isn’t, then it is something you have to keep at every single day of your life. Some are lucky enough that their first thing takes off. Your first, second, or even third thing might not take off. Stick with it and keep working at it every single day of your life.
Do not make excuses
Accomplishing something is a binary outcome. You either accomplished it or you did not. A lot of the times the end result will be the former, but don’t sugercoat it. It happened for a reason and don’t make excuses that act as scapegoats. Face success or failure head on. We often associate excuses with failure, but I think they can also be present in success as well. Though it’s good to be humble, you shouldn’t also make excuses for your success. Realize your what you did right and the hard work associated with it. Excuses are exactly just that- excuses. What other athletes and sports references have helped you become a better entrepreneurship? Instead of Michael Jordan, who might you pick and what has been their advice?
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