ASH AMBIRGE

Author, CEO & Founder

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23 (Surprising) Reasons To Work for Yourself

In: Business 101,

Last week, I wrote about 23 reasons why working for yourself will drive you to drink, to which I promptly received at least three slightly worrisome emails from people actually concerned for my health. All I can figure is those individuals must think the title was literal, and I'm really the hugest day drinker ever, and every other hour of my work day is sandwiched with vodka shots, to which I say, please. 

If I were going to mainline vodka, I'd never actually admit it on a blog.

Also, I wouldn't pick vodka; I'm much more of a beer day drinker. You know–growing up in Pennsylvania and all. A round of sweaty Coors Lights in a saloon full of deer heads? NAME THE TIME.

Anyway, I was feeling guilty about the approximately 2,484 people I probably scared away from entrepreneurship with that post. They're all, “Working for yourself sounds like a GREAT TIME.”

So I thought I'd put my devil's advocate hat on (are you picturing the horns?) and follow it up with a post on why working for yourself is actually fucking fantastic. 

23 (Surprising) Reasons to Work for Yourself – Predictable & Obvious “Be Your Own Boss” Not Included, Because Half The Time That's Not a Benefit

  1. You discover things you never knew about yourself. For example, you know how sometimes people play that annoying game and ask you what you'd do if you only had 24 hours to live? And so you sit there and scratch your ass, and then say something poetic like, “I'd go to the beach and let the wind whip through my hair one last time.” Alright, Robert Frost. Maybe you would and maybe you wouldn't, but the fact is you'll never know how you'd react to something until it happens. And it's no different when you become a business owner. You'll never know what kind of leader you'll be, what kind of boss you'll be, and even what kind of morals you really have, until you're in the thick of it. And once you are? You learn a hell of a lot about yourself–like what kinds of things you do when nobody's looking. (I PLEAD THE FIFTH ON ANYTHING THAT HAS TO DO WITH ME, MYSELF AND LEFTOVER PIZZA.)
  2. You'll learn a lot more about life than most people. Why? Because no matter how successful you become, every single day you'll be kicking and screaming and fighting to stay ahead, and when the pressure's on, you'll have no choice but to figure it out. In order to do that, you've got to learn stuff. And by stuff I don't just mean accounting and taxes, I mean important stuff, like how to relate to other human beings, and how to make things happen for yourself. Despite the way I probably just made that sound, this is a good thing.
  3. You get insta-respect from anyone you meet.I own a business” is one of those things that, whether you own a strip joint or a venture capital firm, you're somehow viewed as more important, more intelligent, and more powerful. Now–that's not to say it's always a fair appraisal. But in general, you'll be perceived as someone to be respected, and that? Can help you open doors when you need to. (Gracefully, and without having to bribe a guard. Wink.)
  4. You discover that all risk isn't risky–and you learn to stack the deck in your favor. Most people are deathly afraid of risk. Even the word “risk” conjures up images of flashing red lights and high-pitched sirens. But risk isn't always risky. As a business owner, you learn how to take what's called calculated risks, because even though there's a chance of loss? There's an even bigger chance of gain–when you start taking the right risks, anyway.
  5. Your 899 years of hard work can result in wealth instead of a big, fat pink slip. When you're working for yourself, you're building an actual ASSET. One that you might even be able to sell someday. When you're working for someone else, you're dedicating years and years and years and years (and years) of your life making someone else rich…and you walk away with nothing.
  6. ElixirYou can have as much fun with it as you want. I send my new writers a hilarious glass whiskey decanter engraved with the words, “Official TMFproject writer's elixir” on the front (which they get a real kick out of) and during our Monday morning email chains, we laugh together and make jokes and have fun with our work–including any of the challenging stuff that happens. Makes life–and our jobs–a little more fun. And when you have fun with your work, you inevitably do a better job. Win win.
  7. Your income isn't capped, and bonuses come any time you feel like putting in a little extra elbow grease. By not capped, I'm talking about the difference between $40,000 take home, and $200,000+. Running your own business is one place where your creativity actually pays off–and not in the form of a pat on the back.
  8. People who tell you that you “shouldn't start a business in this economy” are wrong. Job security never existed, despite the fact that corporations want you to think it does. And in “this economy?” Making it happen for yourself is, quite frankly, your safest bet. 
  9. You don't have to answer to anyone about what time your gynecologist appointment is–thank fucking god. I'm not sure how so many people don't mind asking permission to live their lives. But for the small business owner? Time becomes a resource you can use as you please–not something you have to beg for.
  10. You get to do wildly interesting things every day. Nothing is stagnant. It's always changing & it's always changing you. New projects, new ideas, new experiments, new people, new perspectives. Even if some stuff is a pain in the ass, life would be boring if everything were always rosy. You don't want to live a boring, predictable life, do you?
  11. It builds (healthy) big heads. AKA, it's a huge confidence builder. Just think about your first kiss: When you hadn't done it before, it was UNGODLY INTIMIDATING.  Then you did it once, and it wasn't so bad. (Minus a few instances of unruly tornado tongue.) Then you did it again, and you were feeling pretty smug. (Psh, I'm not a player, I just kiss a lot.) Then you did it again? And you're all, “This is CAKE, I am the BEST KISSER IN THE WORLD, Brad, WHY ARE YOU WASTING TIME WITH ANGELINA?” See how you got nice and confident there? Let's call this…the kiss effect. Now, multiply that by about 189, because when you start mastering more, ahem, high level activities like marketing and sales? The kiss effect sends your confidence levels? THROUGH THE CONVERTIBLE ROOF.
  12. You can actually give a damn, and your work can actually make an impact.  You get to choose who you serve, and how you serve them, which is clearly better than existing solely to serve just your boss' bottom…line.
  13. Some of my biggest business deals happened while I was in the Bahamas. And Spain. And Argentina. And Costa Rica. And Chile, of course. (Because I'm always in Chile, right? YOU'RE SO SICK OF HEARING ABOUT CHILE.) But truly – not only is the ability to work from anywhere one of the greatest benefits of this gig, regular travel is also incredibly stimulating for my creativity and my overall mood, which makes me less of an asshole, and a better person to be around. When I flourish, my business flourishes. I'm traveling from Costa Rica to Miami and then onward to Philadelphia this weekend, in fact, (a new photoshoot with the incredible Kyle Hepp WILL be taking place in Miami!), and I know it'll produce all sorts of fresh ideas, and interesting perspectives. And those? Are my currency, yo.
  14. No pants. Self explanatory.
  15. You get to deduct your new Macbook. And other business-related expenses–even things like a portion of your rent, if you work from home. Hot DAMN.
  16. You'll feel ALIVE. When you feel in control of your life and your future, you feel inexplicably, uncontrollably ALIVE like never before. There's something to be said about the thrill of the hustle, and the love of the game. And nothing–nothing–feels better than SUCCESS.
  17. Speaking of success, failure, its pain in the ass cousin, will happen, and it'll be one of THE best character builders you ever experience. Noticing a theme? Clearly running a small business is a form of personal development, and even if you completely bomb everything, you're still going to end up ahead in more ways than one. Have faith in that. Did you hear me? HAVE THE FAITH.
  18. If you're planning to have a family, you can actually see them. This isn't something I have first hand experience with since, up until about a year ago, the sight of crying babies made me want to hurl myself into a pit of knitting needles, but I get it. And in more ways than one, having flexibility with your work schedule and your time is something that no amount of money could ever, ever make up for. It's IMPORTANT. And it's one of the biggest benefits of being a small business owner–you get your life.
  19. The internet makes everything easy. Even starting businesses. A long time ago, starting your own business was a tall order; now, with the internet on your side, you've got zero excuses. You can get more done in 15 minutes than most traditional businesses can do in 3 hours.
  20. You'll be unabashedly proud. Our newest addition to the TMFproject family, Jessica Manuszak, wrote this blog post yesterday about how TMFproject is her dream job, and she still can't believe it, and she's having so much fun, only two weeks in. This? Makes me proud. This? Makes it worth it. (P.S. You may be hearing more from Jess, very, very soon.)
  21. What could have been sucks. And you never want to find yourself in a place wishing you would have. 

Oh, hell. That was only 21 reasons–not 23. But guess what? Since I'm the boss, I get to say THAT'S OKAY. See how this works?

Enter your email address and I'll rummage around in my bag of tricks for JUST the thing.

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79 thoughts on "23 (Surprising) Reasons To Work for Yourself"

  1. Wendy Megyese says:

    My daughter sent me this link because she grew up in an entrepreneurial family. This gives me hope that some of the lessons she learned are starting to sink in!

    1. Ash Ambirge says:

      @wendymegyese:disqus – YES! I’d love to hear what kinds of businesses your family runs. I’m always so fascinated to hear everyone’s stories! Welcome to our little family here on the internet. 🙂

      1. Wendy Megyese says:

        Thanks! I admit I am a serial entrepreneur. When my kids were young I was a homeschooling mom…so I opened a bookstore. My ‘ mid life crises’ included starting a career in law enforcement.. Which quickly led to a self defense products biz . Our long term biz has been a commercial cleaning company. I started my first venture at the age of five. I guess its always just been in me.
        Looking forward to more great posts!

        1. Ash Ambirge says:

          No kidding, @wendymegyese:disqus! Look at you go! (I always thought it’d be fun to own a bookstore, by the way.) 🙂

  2. Wendy Megyese says:

    My daughter sent me this link because she grew up in an entrepreneurial family. This gives me hope that some of the lessons she learned are starting to sink in!

    1. Ash Ambirge says:

      @wendymegyese:disqus – YES! I’d love to hear what kinds of businesses your family runs. I’m always so fascinated to hear everyone’s stories! Welcome to our little family here on the internet. 🙂

      1. Wendy Megyese says:

        Thanks! I admit I am a serial entrepreneur. When my kids were young I was a homeschooling mom…so I opened a bookstore. My ‘ mid life crises’ included starting a career in law enforcement.. Which quickly led to a self defense products biz . Our long term biz has been a commercial cleaning company. I started my first venture at the age of five. I guess its always just been in me.
        Looking forward to more great posts!

        1. Ash Ambirge says:

          No kidding, @wendymegyese:disqus! Look at you go! (I always thought it’d be fun to own a bookstore, by the way.) 🙂

  3. WonderDawg777 says:

    Preach it Sista. #9 speaks to me, not that I’m fond of GYN visits, but I got written up to take the day off to put my dog / faithful companion of 16 years down. RIP. To hell with that. For me, I needed that catalytic / a-hole moment to start my own business. Now I’m fat, dumb and happy living life on my terms.

  4. WonderDawg777 says:

    Preach it Sista. #9 speaks to me, not that I’m fond of GYN visits, but I got written up to take the day off to put my dog / faithful companion of 16 years down. RIP. To hell with that. For me, I needed that catalytic / a-hole moment to start my own business. Now I’m fat, dumb and happy living life on my terms.

Comments are closed.