Why Do You Want to Be a Freelance Writer? + A Giveaway!

Romantic visions of myself as an artist aside, this is why I decided to become a freelance writer.

I was sitting on a bench in the public gardens in Halifax, Nova Scotia, at the time, lamenting the fact that I didn’t know how to break out of this barwork-travel-barwork-travel loop I seemed to have gotten stuck in. I scrawled in my journal that what I really wanted was to be a freelance writer. To do all my work from a laptop and to make my living no matter where I was in the world.

I just wasn’t down with the concept that my life be dictated by outside constraints. God, why did I need money? I didn’t want to be tied down to a job. The whole reason I’d hopped from meaningless bar job to meaningless bar job ever since I graduated was because I was terrified of getting tied down to a career.

This is my life, and I want to be in control of what happens in it. If I ‘started my career’ I’d lose that control, or I’d have to start all over again every time I decided I wanted to fuck off to another country for a while. Why the hell should somebody else have the last say in whether I can take a couple of weeks off work? Why do I have to start work at a certain time? Do you really need to breathe down my neck to make sure I’m doing everything properly? Fuck. That.

I didn’t know how I would accomplish it when I first set down in words the fact that I wanted to be a writer. All I knew was it was the answer I had been looking for.

I danced around the idea and dealt with my fair share of shit in the two years between conception and execution of the idea. But eventually, I did it. I figured out a way and I acted on it. And here I am.

The Giveaway

At the very beginning of my freelance writing adventure, I read a couple of books that gave me an extra boost of motivation. One got me psyched about the idea of life as a freelance writer, and the other got me ramped up about doing a kickass job of it. Both provided me with countless useful, actionable tips that are now a core part of how I run my business.

wellfed wealthyfreelancer

They were the kick up the ass I needed. They’re the books I recommend to my students to get them pumped up before class starts. And now I want to give you that same hit of inspiration.

So I’ve decided to give away a copy of each of these books to one lucky reader. All you have to do is leave a comment on this post telling me why you want to become a freelance writer.


Don’t worry about writing the most inspiring story, or the most exciting story, or the most heart-wrenching one. I just want to know your story. It can be as short as one sentence, or it can be ten paragraphs long. Just be honest and tell me how it is. I’ll pick the winner at random using one of those internet random-winner-picker thingamajigs. And no, it doesn’t matter where you are in the world. All you need is an address I can mail two books to, and an email address I can contact you on.

So, for your chance to win a copy of The Well-Fed Writer by Peter Bowerman, and The Wealthy Freelancer by Steve Slaunwhite, Pete Savage and Ed Gandia, leave a comment on this post telling me why you want to become a freelance writer. Include your email address so I can get in touch with you if you win. The winner will be drawn at random next Wednesday, and announced in that day’s blog post.

Reminder: Registration for Untamed Writing School closes at the end of next week. (Which, coincidentally, is also when class starts. Who’da thunk it!) If you’re struggling to start your freelance writing career, I can help. Check out this page for more information.

Twice-monthly emails featuring:

  • My private tales of life and biz
  • Links to my latest blog posts
  • Other good shit from the web
  • Subscriber-only deals
  • Never more than 1 email a week, because fuck that.


    1. I want to be like Karen. Oh, and the freedom from a boss certainly helps. Providing real value the way I see it, not following annoying corporate guidelines.

    2. I want to be self sufficient as a freelancer because will allow me to constantly be learning, provide an avenue–reason–to be enter worlds unknown and otherwise augment opportunity in life.

    3. Living anywhere I want, when I want, how I want. That is the big motivator for me. Money and fame is secondary, if I can make a decent living in Southeast Asia, I’ll be happy.

    4. Hi Karen, I would like to be a freelance writer because of two reasons. 1. Writing was my first love in school but that gradually got eroded away by reality over time. 2. After living the corporate life for way too long, I know it is not for me, rules and me just don’t get along.

      1. Raised by wolves, framed for a crime I didn’t commit, I’m tired of being on the run. The whole ‘Learn to be a Sith’ course didn’t work out, I mostly spent time staring at goats. Plus, if I’m honest with myself I’m really too short to be a megalomaniac.
        The books will be useful.That is all.

    5. I’ve never excelled at playing “hamster in the wheel.” The game of disregarded values on walls and ass-kissing. The game of over-worked and undervalued minions. But the real wake up call was when I got ill. I couldn’t believe I had to fight my boss for time off to go to hospital for tests!! I couldn’t justify the insanity anymore…so I quit. And although I’m living off savings and cup-o-noodles in my Sister-in-law’s basement, I couldn’t be happier with my decision! The books would be valuable in kickstarting my freelance writing career!!

    6. I want to become a freelance writer so i can go to the beach EVERYDAY. So I don’t have to get up at 530am everyday just to fit in a sliver of exercise before work. I want to become a freelance writer so I can spend time in whatever country I want and just work and experience the world. There is no such thing as job security in this world anymore and I want to be on my own boss goddamnit.

    7. I want to be able to support my family and not be in a position to be fired again. Thanks, Karen!

    8. Lets see if I win..:) I want to be a freelance writer so I can make good money working as few hours as possible – while having the flexibility to work from home. I also have this idea that I’d be very good at copywriting – I just need to practice and then practice some more.

    9. Why do I want to become a freelance writer? Let’s see…so that I can work from home, get better at building my presence online, and one day wake up to see that I accomplished what I set out to do. Thanks, Karen, can’t wait to get started!

    10. Posting as a guest :) .. I just want to travel the world or stay at home, earn lotsa cash while working as few hours as possible… that’s why I wanna be a freelance writer when I grow up.

    11. I’d like to be a freelance writer so that I can become more location independent and work more with purpose and with more control of my life.

    12. I want to be a freelance writer because I’m done working for the man. I have more to contribute that just churning out other people’s work and I think that being a freelancer gives me the medium to showcase my best work.

    13. i just don’t want to go to these daily 7.30am meetings anymore! oh and also things like wanting to be my own boss, adding some variety to my life and being able to wear my onesie to work- you no, the usual..

    14. Thanks for giving away a copy of our book, Karen! I hope whoever wins it gets a ton of value from the material. Good luck, everyone!

      1. Hey Ed! No worries – I hope the winner gets as much out of it as I did. Thanks for stopping by! :)

    15. I want to turn my love of writing into a career that makes my soul sing and that supports my family. I’ll get to work from home and be a happy introvert.

    16. I would like to be a freelance writer so that I can earn and live anywhere I want..It would give me an opportunity to spend time as I want and be more location independent

    17. I want to be a freelance writer because I want to share some of the experiences of my life, good and bad, so that maybe it can help other people in similar situations out.

    18. I want to be a freelance writer so that I may live life on my own fucking terms, travel the globe, and create a platform for myself where I am able to make a positive difference in the lives of others and leave this world better than I found it. Cheers!

    19. I love writing and want to keep doing it, but at a wage where I can eventually quit my day job. Oh I happen to love being picky with clients and write material that I find interesting. Again, I need to be in a good financial position to do that!

    20. Freelance writing offers the promise of the dream for being location independent and the freedom to being able to work where you want to be, rather than needing to work where they want you to be.

    21. To give myself the freedom to be able to travel wherever I want, whenever I want, and be able to support myself and make a living while having fun and experiencing the world. A 9 to 5 is not for me!

    Comments are closed.