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21 Hard Decisions Freelance Writers Face

November 17th, 2014 · 13 Comments

©iStock.com/Ralwel Ralwel

©iStock.com/Ralwel Ralwel

When you picture the life of a freelance writer, what do you picture?

Do you imagine waking up late, taking a few calls from your editor in the comfort of your own home office, and wrapping work by 4:00 p.m.?

That’s the way some movies and books depict the writing life. If you’ve never written professionally, you may have the wrong idea about freelance writing.

The movies can make freelance writing look easy–glamorous even.

The reality is quite different for most freelance writers. At its roots, freelance writing is about making decisions. Hard decisions.

In this post, I list 21 hard decisions that freelance writers face. To get the most use from this post, skim through the list and answer these questions for yourself.

Decisions Freelance Writers Face

Freelancing means running a business. Running a business means making decisions. And some of those decisions are hard.

As a freelance writer, you’ll need to make decisions about the following tough questions:

  1. Am I good enough to be a professional writer? As a freelance writer you need to be confident in your abilities, but you also need to be able to know your strengths. If you’re not sure about your writing skills, ask a friend or mentor. Or, you could take a look at the best papers you wrote for school assignments.
  2. Do I need a coach or mentor? If your writing skills (or your business skills) need a little improvement, you may need some help. Don’t be afraid to ask for it. Many of the best writers had a coach or mentor when they started out. When choosing a coach consider personality, but also think about how much experience they have in the type of writing you want to do.
  3. Should I be full-time or part-time? You should know that it can take months or even years to build up a successful freelance writing business. If finances are going to be an issue, keep your day job and start as a part-time freelance writer.
  4. Do I need a niche or should I be a generalist? Should you specialize in a particular type of writing, or just take any writing assignment you are offered? If you don’t have any professional writing experience, you may want to start as a generalist to try various types of writing. Once you discover what type of work is out there, you can specialize.
  5. How will I structure my business? Many freelance writers start as a sole proprietor. But, there are other business forms that you can adopt. The business structure you choose for your writing business does have legal and tax consequences. It’s a good idea to ask your accountant or a legal professional for advice.
  6. Where will I work? Many freelance writers work out of a home office, but that’s not your only option. There are also co-working spaces, or if you’re successful you could rent an office. Some freelancers work well from Internet cafes and coffee shops. A few freelancers even work at their client’s site.
  7. Which hours will I work? Some work times may be better for you than others. Remember that you also need to be available to clients at a time that is convenient for them. Regardless of the schedule you choose, be sure to define boundaries so that you have enough personal time.
  8. What type of clients will I accept? Do you want to work with start-ups, established businesses, or both? Do you prefer to work with tech companies? What size company will you work for? Are you willing to work as a subcontractor for other freelancers and agencies, or do you prefer to work with the end client?
  9. Should I accept xyz project? Each time you are offered a project, you must decide whether it is a good fit for you freelance writing business. Your first impulse may be to say “yes” to every writing job that comes your way, but not all writing jobs are the same. Some require specialized knowledge or experience.
  10. What will I charge? This is one of the toughest decisions a freelance writer makes. Whatever you decide to charge, make sure that you can afford to live on what you earn. Many freelance writers charge too little for their work. If you’re not sure, many professional writing societies have rate lists you can check.
  11. Will I accept rush work? Will I charge a rush fee? It’s inevitable. Once you’re a busy freelance writer, clients will contact you with last-minute projects. It’s up to you to decide whether you want to take on a rush job, but if you do accept them I recommend that you charge extra for them.
  12. How will I market my business? Marketing is part of running a business. If you want freelance writing clients, you need to market your freelance writing business. How you do that is up to you. Fortunately, in today’s online environment there are many marketing options available.
  13. Should I have a blog or no blog? If you’re a freelance writer, do you need a blog? Many gurus and specialists say “no.” But I say “why not?” Having a blog is the easiest way that I can think of to keep your writing in front of perspective clients. Plus, you’re in control of your blog, so it can even be fun.
  14. Writing blog or other? If you do decide to have a blog, you need to decide what type of blog it will be. Many writers assume that they need to create a writing blog, but any type of blog can serve as an example of your writing ability. It’s best to pick a topic you know about and enjoy writing about.
  15. Will I use social media or not? Is social media a waste of time? It can be, if it keeps you from completing paying projects. But, properly managed, social media can be a great way to network with other writers and with prospective clients. It’s up to you whether you decide to use it or not.
  16. Which social media will I be a part of? If you do decide to use social media, which platforms should you use? There are lots of popular social media platforms out there, but not all will help your writing business. If you’re not sure where to get involved, try to find out where your potential clients spend their time.
  17. Do I want to grow larger or stay the same? Is your freelance writing business the start of something big? It could be. You could go on to found a PR agency or other writing company. Or, you can stay a solo professional. The decision is up to you.
  18. Should I hire someone to do my books, or do them myself? Would-be freelancers often don’t think about bookkeeping before they start. Yet, accurate bookkeeping (including tax records) is an important part of being a success. Writers must decide if they will handle their own bookkeeping or hire someone.
  19. Should I hire other helpers? Some writers hire subcontractors to handle projects for them. This can be a good strategy if you are able to bring in more work than you can handle yourself. But hiring subcontractors comes with its own issues such as loss of control and monitoring work quality.
  20. Should I invest in training? Extra training may be the competitive edge that you need to successfully compete as a freelancer. But many training programs are pricey–especially if they lead to a certificate or degree. Freelancers must weigh the cost of training against the business benefits.
  21. Do I need to make a change in my business? If you’re currently a freelancer but aren’t achieving the success you want, it may be time to make a change in your business. Deciding to change can be tricky. How do you know what changes will work?

Your Turn

I feel like this post just touches the tip of the iceberg when it comes to decisions freelancers must make. I’ve listed 21 freelancing decisions, but there are many more.

If you’re a freelancer, what hard decisions have you had to make?

Tags: Small Business · Writing Tips

13 responses so far ↓

  • 1 Mary Iannotti (@maryi) // Nov 18, 2014 at

    My toughest decisions are which projects to accept. Not all projects that come across my desk are a good fit. Most of the time it’s due to lack of budget. I’m getting better at walking away from projects that will not work for me, and some that I just don’t want to take on. This is a good decision for me and the prospective client.

  • 2 Laura Spencer // Nov 18, 2014 at

    Hi Mary,

    I’ve struggled with this one too. It’s hard to walk away from a project that’s not a good fit, but just like you, I’ve gotten better at saying no.

    One strategy I’ve always used that I think helps is that I research my clients extensively before I commit to a project. I do this even if they contact me. This gives me a feel for what their business is like and what might be expected of me.

  • 3 John Soares // Nov 18, 2014 at

    Excellent list Laura. Many of your decisions apply to both newbies and veterans.

  • 4 Laura Spencer // Nov 18, 2014 at

    Thanks John.

    I was hoping that people would notice that the decisions continue even when you’re a veteran writer.

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  • 7 wendymc12 // Jan 20, 2015 at

    The hardest decision for me is has been to work with a client and when to pass. I used to feel too picky if I passed on working with anyone who was interested. Along the way, I learned that I should trust my instincts. The clients I turn away are people who have poor communication skills and are hard to get a hold of. I also walk away from those who make promises they don’t keep. ex: I’ll call you on Tues. at 3 pm and I don’t hear from them until two weeks later.

  • 8 Laura Spencer // Jan 21, 2015 at

    Hi Wendy,

    Great comment! Good to see you here.

    I can be scary to turn a potential client down–especially if things are slow. The truth is that not all would-be clients are a good fit for your business. Some are difficult to work with and sadly some may be trying to scam you.

    A freelancer must decide which opportunities are a good fit and which aren’t. It sounds like you’ve figured out some of the red flags to look out for–good for you!

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  • 12 Rosanna // Aug 25, 2016 at

    I would love to start a writing career and freelancing sounds like a good fit. I know I’m a strong writer but have never written professionally, how do I find a mentor?

  • 13 Laura Spencer // Aug 25, 2016 at

    Hi Rosanna,

    Excellent question. Many professional writers offer coaching services for a fee. Check on the website of a writer you admire to see if they offer this type of service. If they do, fill out the request form on their site.

    Be prepared to pay for coaching or mentoring services. Also, be specific about what you expect from your mentor or coach.

    Alternately, you could enroll in a writing course at a local college. Often the professors there will be willing to answer writing questions–especially if they are relevant to class.

    Good luck to you!