ASH AMBIRGE

Author, CEO & Founder

Learn More >>

23 (Surprising) Reasons To Work for Yourself

In: Starting an Online Business

  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 moral you are 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 LEFTOVER PIZZA.)
  2. You'll learn a lot more about life than most people.
    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, gives some weight to your name. And when you're perceived as someone worth respecting? That can help you open doors. (Gracefully, and without having to bribe a guard.)
  4. You learn how 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.
  5. Your 899 years of hard work can result in wealth instead of a 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. You 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, and during our Monday morning Slack meetings, we laugh together and make jokes and have fun with our work—including any of the challenging stuff that happens. 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.
    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 merely 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 in the first place. 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.
    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  tornado tongue.) Then you did it again, and you were feeling pretty smug. Then you did it again? And you're all, “This is CAKE, BEST KISSER IN THE WORLD.” 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? The kiss effect sends your confidence levels through the convertible roof.
  12. You can actually give a damn.
    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.)
    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 a-hole and a better person to be around. And when I flourish, my business flourishes.
  14. No pants.
    Self explanatory.
  15. You get to deduct your new Macbook.
    And other business-related expenses—even 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 your own agency.
  17. Speaking of success: failure, its pain in the ass cousin, will happen.
    But the good news is this: running a small business is basically the world's greatest form of personal development, so even if you completely bomb everything, you're still going to end up ahead. Have faith in that. Did you hear me? HAVE 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. What could have been sucks.
    And you never want to find yourself in a place wishing you would have. 

Oh, hell. That was only 20 reasons–not 23. But guess what? Since I'm the boss, I get to say THAT'S OKAY. See how this works?

Nov 20

2017

Not Sure What to Sell? Here’s a Shot of Inspiration.

Nov 20, 2017

Most people think they need an actual product to sell—but what if the experience was the product? One of my favorite websites on the planet is TabletHotels.com, who have vetted and hand-selected some of the world’s most gorgeous, well-designed hotel spaces. I always go there first, looking for accommodations, because: it’s a feast for the […]

In: Starting an Online Business

READ ME >>

Nov 30

2012

The $2,000 Offer to LEAVE a Company

Nov 30, 2012

When I was hired as Director of PR for AWeber, the VP of Operations called me into his office two weeks after I had started, and offered me $2,000 to leave the company. “You’ve been here two weeks now,” he started, “and you probably have a good idea if this is a place you’re going […]

In: Starting an Online Business

READ ME >>

Jul 10

2014

What To Do When You Hire Them And…They Suck.

Jul 10, 2014

So you started a business and before you knew it you were regularly lip syncing to Gaga while kicking ass, taking orders, AND taking names—which, for the record, I hear is a mafia term. Isn’t that delightful? Suddenly, you found yourself with an extra $5 and immediately shouted to no one in particular, “I’m going to reinvest […]

In: Starting an Online Business

READ ME >>

Aug 15

2017

DO NOT KILL THE PEOPLE SELLING LULAROE. They’re Actually Ahead of the Curve—And Here’s Why.

Aug 15, 2017

LuLaRoe. Rodan + Fields. Younique. AdvoCare. Usana. Beachbody. doTerra. Herbalife. Pampered Chef. If you’re anything like me, your Facebook feed is blowin’ UP with folks who have become representatives for these companies. (Some of them I like and respect, and others make me want to chainsaw their house.) So why is this becoming such a […]

In: Starting an Online Business

READ ME >>

Sep 15

2011

Screw Being Your Own Boss

Sep 15, 2011

  Being your own boss is infinitely harder than having a boss, and by infinitely (which is a pain in the ass to spell), I mean 17,929,531.9045 times harder. Exact math. The next time I hear someone say that they want to be their own boss, I’m going to take the nearest rotten pork chop and slap […]

In: Starting an Online Business

READ ME >>

Feb 7

2014

Just The Tip: Nobody Wants Your Free Goodies

Feb 7, 2014

Alright, it’s time we had a talk about your goodies. I’ve seen free goodies being offered all over the internet for year after (painful) year, and I really have to wonder: Are they honestly as good as Ciara’s? Kidding. We both know that’s impossible. Have you seen her abs? Regardless, if you’ve ever caught yourself writing, “Sign up […]

In: Starting an Online Business

READ ME >>

Apr 5

2013

Reason #959 to Start a Business

Apr 5, 2013

Employment freaks me out. It’s hard to imagine putting all of your intellectual, emotional, and physical energy into a company – with nothing to show for it at the end of the day. Or, the end of your life. Maybe a savings, if you were disciplined enough, or a 401K, but aside from that, you’re […]

In: Starting an Online Business

READ ME >>

Jul 11

2017

Take What You Love, And Figure Out How to Sell It To Someone—And Boom, You’ve Got Your Dream Job

Jul 11, 2017

So, listen, I’m not gonna lie—we got to our new London flat this morning, and the second I walked in, I FINALLY UNDERSTOOD THE MEANING OF LIFE. (P.S. You’re following these shenanigans via my Insta-stories right?) Which is entirely materialistic of me, of course, but I’m of the age these days where I don’t really care because […]

In: Starting an Online Business

READ ME >>

Aug 17

2017

“How Do You Make Money From a Blog / Social Media / Your Grandmother’s YouTube Channel?!”

Aug 17, 2017

People ask me this cute shit ALL DAY LONG. It’s a very confusing topic, I suspect, because many folks assume that you are throwing up advertising banners from 1998, rockin’ those Google AdSense clicks like nobody’s business. To be fair, that is a thing—I’ve strategized with one company in particular doing 3-4 million every month in […]

In: Starting an Online Business

READ ME >>

Exclusive VIP Access

Enter your email to start your own middle finger project and get all sorts of colorful inspiration + know-how straight into your inbox to help you quit your job, do what you love, and start the side hustle of your dreams.

Don’t worry, there will be plenty of f-bombs.

Privacy Policy Info Here