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Free Advice Friday: Tough Love, Freelance Style – Words on the Page

Words on the Page

a freelance writing resource.

Free Advice Friday: Tough Love, Freelance Style

You learn a lot about people by what they say and do.

You learn even more by what they don’t do. But I’ll get to that in a minute.

A friend of mine moderates a writing group. One of the posts in the moderation queue was asking a basic question: Does anyone else know if this a good editing service? The poster wanted to start working for the service, you see, and the rates this writer saw didn’t seem too bad.

My friend clicked on the link included in the post — it led her straight to one of those student term paper sites. Uh, no. No professional freelancer would have anything to do with a place like that. Most would rather not help a student cheat their way to a degree by doing the work for them.

And the thing is, the writer who was asking about it in the first place didn’t realize what it was. They hadn’t gone deeply enough into the website (like say, the front page).

This is no beginner. This is someone who’s been writing for a while.

By no surprise, this writer also admitted to struggling at the career. Couldn’t manage to get beyond the itinerant work they’d been doing — you know, one client for a few years, then scramble to find another, lather, rinse, repeat…

[bctt tweet=”When #freelance writers accept the status quo, it will repeat.” username=”LoriWidmer”]

This writer was accepting the status quo. What was the pattern in their life remained the pattern. Why?

Because it’s familiar.

Anne Wayman shared a fantastic little video with me a few days ago, and that video has so many truths in it, it was tough to choose the best. The 10-minute video, by a Dr. Joe Dispenza, explains exactly how some people get stuck in anger or their habits.

But freelance writers too get stuck in habits. They hang out on forums bitching and moaning about the lack of “real” work in freelancing. They believe that there just isn’t anything out there anymore. They buy into the handy excuses for why they aren’t earning more or doing more with their careers.

In fact, one quote stood out in the video that sums up exactly what’s going on:

They will talk about the past to validate why they’re not creating the life they want.

Dispenza may have been talking generally, but damn if that doesn’t apply to freelancers who can’t quite find their way out of a low-paying rut. Or those who can’t quite get a career going. Or those who justify how making $20 an article is either all there is or the epitome of career success (and they add the wonky math to justify the pathetic pay rate). Or those who say they’ve tried this freelancing thing and realized it’s just too hard.

And yet there are thousands upon thousands of freelancers who have built a successful freelance writing career. Hard? Sure. But not so hard that no one can do it successfully.

That word — Successfully. Focus on that for a minute.

Dispenza had plenty of great little truths in his video, and this one right here is the key to why some freelance writers don’t succeed:

As long as you’re thinking equal to your environment, you keep creating the same life.

Bingo.

You think you’re getting nowhere, so guess where you get? Nowhere. How could you do anything but fulfill the destiny you keep repeating on a loop in your brain? How can you change what others around you are telling you is the way it is? So what freelancers who stay in their environments do is accept. They accept the “wisdom” around them. They push back when someone comes along with advice or leads that could push them out of their comfort zone. That won’t work. I tried it for a minute back in 2009.

It won’t work because they won’t try long enough. They don’t want to get out of that comfort zone for that long. It’s scary out there, and there’s no guarantee that success is coming, whereas staying in this pocket of whatever here, the familiar will at least be better than a question mark, right?

Wrong. The familiar is nothing more than a rut, and we’re too busy decorating and arranging throw pillows to see it for what it is.

Here’s a truth that I’ve found over my freelance writing career:

If you try, good things happen.

I started out making a few bucks at newspapers. Then a few more bucks at regional magazines. Then even more at national magazines. Pretty soon, I was on staff at a magazine and had a title — senior editor. And when that job disappeared, I kept trying. Pretty soon, I was writing for many magazines, and then quite a few corporate clients.

Because I tried.

The timeline is important, too. My first newspaper job was in 1992 (thereabouts). My first magazine article — 1993. My first national magazine — 1994. My first full-time editor job — 2000 (toss in a life-altering divorce around 1997, just to kick up the pressure). By mid-2003, I was freelancing full time. By 2009, I was earning nearly triple what I did at that editor job.

Because I tried.

Hell yes, I screwed up. Plenty. But I kept trying. What if I’d been content writing for local papers? Where would I be now? Making a few bucks a week, and wondering why everyone thinks freelancing is such a great gig. Because that would be my only filter, and without other experience, I’d never see freelancing on any other scale.

But instead, I tried. And yes, it took time. I had plenty going on in my life — single mother, college student, part-time office worker — but I didn’t stop trying.

When I was freelancing, I struggled. But something a friend told me cemented my resolve. It was early in my freelancing, when I was trying like hell to make it more lucrative. I kept falling back into temp jobs to cover the bills. Then she said this:

Treat freelancing like it’s your only option.

Lightbulb moment. That was my turning point. I realized that if I really wanted this to work, I had to find better ways to work at it. I raised my rates. I sought out better clients. I networked with people in my specialty area. I taught myself what I could.

I thought greater than what I had in front of me.

And that’s one of Dispenza’s solutions for getting out of that rut you’re in:

To truly change is to think greater than your environment, to think greater than the circumstances in your life, to think greater than the conditions in your world.

If you’re one of those freelancers who keeps struggling and can’t quite find a way out of your current situation, there are a few things you should be doing:

  • Stop blaming outside forces (they’re not the reason you struggle): They’ve always been there, these lousy job offers. They’ll always be there. They’re not your concern.
  • Ask yourself what you want: You don’t want those shitty jobs. So from this moment, they’re not in your orbit. They don’t exist.
  • Examine your courage: Are you willing to go into unfamiliar territory? Are you ready to fail a few times before you get the hang of it? Are you going to put the work into your career to make it a good one? Are you going to learn how to run a small business? Are you going to turn your back on these low-paying “sure things” and work hard to get a better result?
  • Try

If you’re unwilling to do any of the above, it’s time you come to this realization: You will never be successful at freelancing. You will always struggle because internally, you’re clinging to the limitations because it’s safer than the potential for failure. But you’ve already failed — inertia is failure.

Writers, what mistakes are you seeing writers make that are holding them back?
When was your lightbulb moment?

10 responses to “Free Advice Friday: Tough Love, Freelance Style”

  1. Paula Hendrickson Avatar
    Paula Hendrickson

    I always came at freelancing as the only option because I didn’t want to be an office drone or write about the exact same topic over and over and over. I needed variety. (Oddly enough, Variety wound up becoming one of my core clients.)

    What I hate seeing is people at any stage of freelancing who are relying on third-parties (like Upwork) to find clients. Why pay a significant percentage of your hard-earned income to an algorithm? Get off your butt and seek out, research, and contact potential clients directly. That has always been a key part of freelancing. Relying on a third party is lazy. And expensive.

    1. lwidmer Avatar
      lwidmer

      I see you took that “variety” stipulation really seriously, Paula. 😉

      Lazy and expensive. Wow, great insight.

      The only site something like those Upwork sites I ever worked for was some site that had separate channels. I was writing on a certain topic “channel” and I was making $250 an article. Not ideal. Still, I did NOT have to pay to write there, and I could pitch ideas. The articles were about 500 words each and followed the site’s template, so they weren’t difficult. But they weren’t going to make me rich, either. The clips helped me move upward, so I didn’t stay there long at all.

      I get that it’s easier for newbies to just find someone who will give them fast clips, but there are so many other options. Newspapers. Regional magazines. Blogs that don’t pay you in traffic or clicks or likes or whatever. Small publications that are legitimate….

    2. Paula Hendrickson Avatar
      Paula Hendrickson

      Exactly. And then use those clips to break into bigger and better markets. The trick is to find a connection between your clips and a potential market.

  2. Kirk Petersen Avatar
    Kirk Petersen

    My dear friend Lori… As someone who has “already failed” at freelancing, it’s hard to read your final paragraph. I get that it’s under the banner of tough love, and perhaps it may jolt someone into trying harder. I also get that you’re writing to people who are or want to be freelancers, and so of course you are focused on building an attitude that will support success.

    As I look back on the wreckage of my recent career, I don’t think I needed more encouragement to get outside my comfort zone. I needed help realizing that comfort is not inherently a bad thing. I’ve come to believe that if my comfort zone is a safe and honorable and reasonably productive place, maybe it’s OK to take refuge there.

    1. lwidmer Avatar
      lwidmer

      Dear Kirk, it’s actually quite hard to read your commentary. That you lump yourself into the “already failed” category is disheartening. You, who have so much talent.

      There is nothing wrong with a “safe and honorable and reasonably productive” comfort zone. That’s actually success. My comfort zone is my specialty. I’m regularly hired, respected, and paid well. There are freelancers who make more than I do. There are freelancers who make less and who are in their “good” comfort zone. That’s success, isn’t it?

      I think you misunderstood my final paragraph — I said if a writer is unwilling to do any of the above, not all of the above. Trying is succeeding, in my humble opinion. If you try, you’re doing something positive for your career.

      It’s when people cling to what they know won’t work and isn’t serving them well that they fall behind.

      Hang in there, my friend. You’re trying. That’s what matters.

    2. Kirk Petersen Avatar
      Kirk Petersen

      I’m not sure what prompted me to write such a downbeat message. I’m actually in a better place professionally and emotionally than I have been for a long time. I’m working a full-time job on a part-time salary, writing for The Living Church and tending the website, livingchurch.org. I make about a fourth of what I made at the peak of my career, but I like the work, I like the people, and I’m going to ride this horse into retirement if they’ll have me. I am *done* hustling for work, freelance or salaried.

      I admire the work you do, the community that you’ve built here, the wisdom you share with your readers. I can’t do what you do. I don’t have the self-discipline. I need a boss and a steady paycheck and a set of tasks I’m expected to perform. And because I’m old, and I’ve been bouncing around between unemployment and underemployment and driving for Uber for more than a decade, I can’t compete for jobs that will pay anything like what I used to make. I’m lucky to have what I have.

      And I think I’m OK with that. Writing all of this is partly an exercise in coming to terms with it. I’m sorry to have been disheartening.

      Be safe.

  3. lwidmer Avatar
    lwidmer

    Kirk, your honesty with yourself and with this blog community is wonderful. I’m happy you’ve landed in a good place. And I’d bet even with the disparity in income level, you’re much happier and less stressed. That’s a gift right there.

    This freelance stuff does take discipline. That’s the larger point of this blog post, in fact. That seems to be my word of the week — our meditation group talked a lot about discipline in our Zoom session yesterday. But there are so many levels of discipline, it’s not as though we can’t do it. It’s whether we want to, as well. You’ve drawn your boundaries, and they sound perfect for you. Ride that horse, bud! I’m counting the days myself. We have similar timeframes to retirement. And I don’t call it “old.” I call it “experienced.” 😉

    1. Kirk Petersen Avatar
      Kirk Petersen

      Thanks, amiga.

  4. Devon Ellington Avatar

    Arthur Miller once told me that I would never be the writer I could be if I had a non-writing day job to fall back on. He was right — and I’m still striving to be the writer I “could” be with every project. Don’t know if I’ll ever get there — but it’s the same thing as being the “only option.”

    What I never realized as part of that, was how often one has to say “no” in order not to get stuck in something that underpays and undervalues, and how often, even when you work your way past it, there are jobs trying to suck you back in to being underpaid and undervalued. It needs constant vigilance.

    1. lwidmer Avatar
      lwidmer

      He was right, Devon. As long as there’s a safety net, there’s no real leap of faith, is there? There’s no “try” in it if you think “I’ll always have that temp job if I need it.”

      Great point — “No” is as important in the process as trying is. It’s so damn easy to get stuck in something, and it takes a good bit of courage to turn it down when you’re struggling. But you and I both know that once you get to a certain earnings point, “no” becomes so much easier to say.