Making mistakes has been the primary driver of my learning curve. It's through trial & error that I've figured things out, developed as an individual and refined my entrepreneurial skills.
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The Little Guy
Whether you're deciding which products to build in your company, or whether or not you should work on a startup, you need to know and understand the implicit that you - as an individual - are making.
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Your Heart is a Weapon
I believe that everything in life (and especially our dreams, goals and ambitions) starts with ourselves. Which in turn makes our heart - the source of the passion and the fire - a vital cog in the machine that drives our pursuits and exploits.
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Scared to Start?
No amount of money will help you make the decision. The size of your network or having Mark Zuckerberg's personal phone number won't make you become less fearful of failure. And past experience (success or failure) won't be the determining factor in whether you'll succeed in future.
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Being a Bad Loser
I'm not a bad loser in that I'll throw my toys and be a complete twat when I lose; in fact, I can be (somewhat) graceful in defeat and I can (eventually) accept it. But that doesn't mean I have to actually like losing.