Entrepreneurship as a Lifestyle


The conversation usually goes something like this:

“…so yeah, I spend a good deal of time working on these different projects, and when I’m not doing that, I’m out meeting people, and some of those people are potential business connections.”

“So what do you do with your free time?”

“I’ll usually get a bit more done on those projects. Maybe do a little writing.”

“In your free time? That’s the same as what do you while working.”

“Speaking of which, I’ve got this thing I have to do. Project-related. Ciao.”

And so on, and so forth.

I have people tell me all the time that it’s not healthy to spend so much time working and thinking about work and talking about work and can’t I just relax on the work thing for a bit? Won’t I come join them in sitting around, watching TV?

The thing is that I really, truly, honestly enjoy what I do for a living, and that’s why I spend even stolen moments with these projects. I’m passionate about them, and I can’t imagine trying to make them successful if I wasn’t.

And that’s the real trick, isn’t it? A lot of people want to be in business for themselves, but the first thing that comes to mind is ‘how can I make money?’ The better approach, I think, is to first wonder ‘what do I love enough to happily spend my mornings, nights and weekends doing?’ and then figure out a way to monetize that.

For me, it’s the joy of creating something out of nothing. I don’t care what the field or genre of business happens to be: if I can start making money from nothing but a good idea and a clever monetization strategy that allows all sides of a transaction to walk away happy, I’m already halfway to fulfilled. It’s the thrill of creation and the risk inherent each time I move in on a new niche.

What about you?

What do you love doing so much that you could happily work all day every day? What would allow you to choose entrepreneurship as a lifestyle?


  1. Colin,

    These days running BlogcastFM has become like that for me. I realized that the greatest thing I get to do is pick the brains of some of the most brilliant people around and call it work :). That’s not a bad way to live. Add in some surf and sun and it starts to feel a bit like an endless summer.

  2. Colin,

    These days running BlogcastFM has become like that for me. I realized that the greatest thing I get to do is pick the brains of some of the most brilliant people around and call it work :). That’s not a bad way to live. Add in some surf and sun and it starts to feel a bit like an endless summer.

  3. Heh this sounds like a conversation I had last night. Someone asked me how many hours I work each day and my response was pretty similar to yours.

    I think this is also a reason that following your passion is a good path toward profit. Most people think of passion and profit as distinct and opposite forces. But if you love what you’re doing, you’re more likely to put in INSANE hours. That kind of dedication and hard work is exactly what leads to success.

  4. Posts like these always make me feel like I’m not working hard enough. Way to keep up the hustle.

  5. Colin man, that conversation sounds like something I have with my flatmates every other day. Sunday just gone (Easter Sunday) was the first day in months that I actually gave myself a ‘day off’, deciding not to do any work online.

    It was freaking WEIRD. Seriously. I was sat in the lounge eating breakfast, then I thought “What the hell am I going to do now”. It’s not that I don’t socialise and hang out with friends normally, but actively telling myself that I HAD to do something other than so called ‘work’ was odd.

    Like you say, it’s all about the passion. I’m slowly improving my tolerance to noise, so I can work in the same room as my flatmates while they watch TV. Socialise and work, the ultimate combination ;)

  6. The thing is, most people aren’t lucky enough to get the inspiration they need or are too stubborn to believe in the benefits of doing work they love. It’s our job to take them away from the tube and show them what they can do. And if they still aren’t buying it, well then that’s their own problem. Too bad :(

  7. Me and my dad were having a conversation two days ago, about my future, and the future of his business. I’ve never really been excited to do what he does, but he is counting on me to take over. So I asked him if he liked his job, and he told me flat on that he didn’t. He just makes good money out of it, and with that money he can do things he actually does like.
    Is this my future, I ask myself? To think about something 24/7, to do it everyday and to not even like it?
    I know very well that I will not make money out of my true passion, which is writing – because the chances of being the next J.K. Rowling are rather small – but at least I should do something that is remotely fun to me, shouldn’t I? I mean, we are talking about the rest of my live, aren’t we?!

  8. I love what I do but even doing what you love if you do it 24/7 for long enough without enough breaks you can burnout. The key isn’t just doing what you love but also finding your own balance (watching mindless tv with boring people isn’t required.)

    I still probably work more than most people but it also doesn’t have to be a competition as to who has worked the longest. It wears me out thinking about it when people are like “I’m so swamped, I’m only getting 4 hours of sleep, how’s business for you?” Or maybe it’s some secret competition for lack of sleep. Don’t get me wrong, I’ll do the mad dash when it helps me reach a goal but I’m no longer busy for the sake of being busy.

    It can be good to unplug and unwind. :)

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  10. I just read about myself on this post…

    Here is my point of view:

    We are not working anymore, we are having fun !

    When we are “working” on our projects we are just feeling good in the same way that we do when we are hangin out with friends, having a good conversation with someone or doing anything else that we enjoy.

    While the majority of peole just wake up a little :(
    Because it’s not a weekend yet… And stay at their working place thinking how would be good if they don’t need to be there and could be doing something else, looking at the clock praying for these 8 hours go away faster than yesterday.

    We just woke up :)
    With that Todolist in mind knowing that we have a lot of working to finish. Wondering how cool that thing will be when we finish all the tasks and get the project done ( In most of cases with the next project or tasks in mind already, and excited about it ) , and sometime of the day we catch ourselves looking at the clock, realizing that these “8 hours” already left and thinking why they ran faster than yesterday.
    Wondering that maybe this time could last a little longer. Almost in the same way like these days where we are in a really good moment with our friends, talking, laughing and suddenly… it’s morning already.

    And sorry about some mistakes in my English, i’m from Brazil and i don’t speak english very well yet.
    Success for you all…

  11. I fell in love with computers 23 years ago. I didn’t want to study something computer related because I thought I would bore myself to death when I had to actually work to sustain myself.Spent many years trying to create a lifestyle by being a musician and when I felt it was enough, I enrolled myself in Systems Engineering.Today I still do IT jobs for fun (and money) and the only time where I actually feel like it’s a JOB, is when I was an employee on big corporations, I freaking HATED myself for that.Today, I can ‘work’ 24/7 and never get tired because I LOVE doing what I do.
    I feel totally in sync with what Colin has said here. ;-)

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