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I landed on a heartwarming post, which totally lightened me up.Most people do not understand the reality of dating an entrepreneur, and it is a sweet reality I am learning to enjoy. They have a clear purpose; they work their ass off to achieve their goals. They do not sleep; they have odd ideas at odd hours, and they need a lot of space and time to think and to strategize.But let none of this mean that we’re anything but human. This is both our source of greatness, and our biggest challenge. We’ve gone deep, and grown some serious feelings for you by this point. We’re pushing you because we want you to love growth as much as we do. Seeing our progress gives us the fulfillment we’ve been looking for. But, if you love the chase as much as we do, if you love uncertainty, and pushing to the furthest edges of humanity and possibility, then you’re everything we could have ever imagined in a partner.We all eat, sleep, and put our pants on one leg at a time. Things that, with a full understanding, will clear up lots of the confusion and misunderstandings around relationships with entrepreneurs. Let me back up a bit so you can get a fuller picture of what I’m talking about. Pushing you to be your best is our way of showing you how much we care about you. Seeing any bit of suffering in your life, is a reminder to us of our own struggle. We’ll fight, argue, and our relationship will likely shift as often as we do. After all, balance and security were exchanged for our self-crafted entrepreneur lifestyle a long time ago.Your heart will tell you if he is worth the long wait.

But since then, we’d made little progress towards turning it into an actual business. We know that in times like these, it can be easy for you to begin to resent our work. It’s the nasty side effect of the “I can have it all” mindset. Four hours of sleep is normal; late-night writing happens every day, and productivity peaks at night. He left the bed after watching you fall asleep, and you watch him sleep in the morning. Every month, he will (try his best to) block a weekend out for us look for a new place and spend the weekend together, outside of work.I love that he turns into the ordinary guy in shorts and flip flops, and talks about the science of F1, instead of VC, investment, return and money. Make sure you have a firm answer in your heart that has nothing to do with monetary value. There will be times you feel lonely, proud, in doubt and in love, but you know right this moment you want to be there for him. You need to be comfortable being with yourself, developing your own passion, honing your skills and navigating your way toward your goals, just as he does.Spending time on your own gives you the space to reflect on what matters in your life and what you value.When you are feeling pumped that the weekend is finally here, he says the weekend is when business happens.His schedule is like a Lego block: packed and stacked.But, it doesn’t have to be confusing for anyone, on either side of the dating process. If you can handle our sometimes fleeting heart, we’re glad to give you our everything. It’s something we’re still trying to get a hang of.In this article, I’m going to share with you the eight things you should know about dating an entrepreneur. Although, sometimes it can be quite the struggle convincing ourselves that anyone can handle and be happy with the level of uncertainty we bring to the table. And, I mean deeper than the depths of the ocean deep. We’ll chase the perfect life, crafted to our exact specifications, until the day we die.Men are from Mars, Women are from Venus, and Entrepreneurs are… And, maybe even more importantly, reaffirm that You. There’s a totally different set of mindsets and circumstances that shift the way we look at all aspects of our lives – including dating. And, others where you’ve never felt more loved in your entire life. Our lives can look pretty foreign from the outside. If you’re not an entrepreneur yourself, but you want to date – or are dating – an entrepreneur, this article will help you understand why we do what we do. Our freedom would be empty if we didn’t get to share it with those we love. And, a part of that is in exploring to and past the “weird” line. We take “YOLO” (you only live once) to a whole new level. At the other, we take better care of ourselves and our relationships than 99.9% of the general population. As much as we’re chasing a perfect balance of the extremes, we rarely find it.


  1. Entrepreneurs are their own breed of boyfriend. Dating someone on the precipice of professional life or death is both fantastically enl.

  2. The only topic you won't hear entrepreneurs talk about at a conference is their love life -- probably because there's nothing to discuss. Kim Kaupe offers some solutions.

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