Writing

Teacher for a Day

BAM!

A short while after Writing Without Rules came out, I was contacted by an English professor at a nearby university, informing me that she’d chosen to use WWR as the textbook for her writing class, and inviting me to come speak to her students. This was amazing on many levels. On one level, I was flattered and excited to think that someone thought my little book about the craft and business of writing was strong enough to use in a classroom. On another level, I was amazed that someone actually thought I was capable of putting on adult clothing and speaking in public. And on another level I sort of assumed it was a massive prank, and when I arrived at the classroom the walls would fall down and everyone I knew would be there laughing to inform me that my life was some sort of Truman Show prank.

Oddly enough, none of those things happened. What did happen is that I spent two hours teaching a Master Class in fiction, and answering a lot of questions from young writers. The class was a standard mix of energies, from people eager to ask questions and staring at me intently while I spoke to people doodling in their notebooks and whispering over Instagram posts in the back. Y’know, college.

The students had a lot of questions about writing. Which, seeing as no better options existed (like, me juggling for two hours straight, mainly because I cannot juggle)[1], I endeavored to answer as best I could, afraid the entire time that my pants would spontaneously fall down, which happens. What also happens—and happened—is that I made several references to books, films, and entire schools of thought that apparently no one under the age of 30 has heard of. Stuff like this would happen:

Student: What’s one of your favorite characters you didn’t write?

Me: Tom Ripley.

Class: …

Me: From The Talented Mr. Ripley.

Class: …

Me: By Patricia Highsmith? They made a movie with Matt Damon a few years back?

Class: … cool.

Anyways, I thought I’d list some of the questions the class came up with, and my responses (or the gist of them) for future reference (NOTE: My written responses here might be a tad more eloquent than my rambling, stammering responses in real time as I feverishly had to remember where I was and what I was doing every time someone asked a new question).

What makes a good mystery? a good sci-fi novel?

The answer to questions like these is always rooted in the fundamental rule that good stories depend on characters your reader cares about facing a conflict your readers also care about. These things are not unrelated. At a higher level, mysteries should play fair with the reader, and sci-fi should offer a perspective on the universe that the reader hasn’t seen before.

Why do you write mystery/sci-fi?

The dumb answer is that it’s what I read as a kid, and therefore what I started working in when I began writing. The dumber answer is that sci-fi is where I found my first success in publishing novels. The fact is, I still enjoy reading and writing in both genres, and that’s all that really matters.

Why do you think there is no such thing as writer’s block?

As I explain in more detail in Writing Without Rules, it’s more accurate to say I think people mischaracterize writer’s block. It’s not a single, monolithic affliction, it’s a collection of things that can impede your creativity or confidence. It’s more effective to figure out which specific aspect is mucking you up, rather than just throwing your hands in the air because you have the dreaded ‘block.

How much should you care about what readers think?

When writing: Not at all. Write what you want to read. When selling a book you’ve published, care a lot.

Do you write with an audience in mind? Do you have an “ideal” reader?

See above; I write for myself, so I’m my own ideal reader. I believe in separating creativity and marketing; I write a book I’m excited about, then I try to figure out how to publish it and sell it. The most efficient way of doing things? Nope. No one has ever described me as efficient. Salty? Sometimes. Adorable? You know it.

Have you had stories or pieces of stories that you’ve completely scrapped and why?

Rarely, but it happens. I have a disease that compels me to finish things, even projects that are clearly not ever going to be successful, so usually once I hit a certain mass I’m going to finish the damn story/novel/what have you if it kills me, which often (read: usually) leads to spectacular mediocrity. But! I have in fact decided to ice a story or novel even after it’s reached a significant milestone. The reason I might trash a novel that’s 90% finished? It’s always the same: I simply don’t want to write it any more. Excitement and passion are necessary, and even in broken, mediocre stories I usually remain excited about the story it could have been, if nothing else. If that goes, the story usually never gets finished.

What is your process of writing a story from planning to finish? How do you know when you’re done?

To put it as plainly and as simply as possible, you’re done when your protagonist resolves their conflict. It sounds stupid simple because it is stupid simple. You gin up a character. You give them a goal. You put things in their way. And when they get around those things and achieve the goal, the story is over. Ta-da!

My process is gormless and shambolic; I am a natural Pantser, so I start with some sort of inspiration and just start making stuff up, stuff that delights and amuses me. Then I run into problems and have to apply some form of Plantsing to get back on track. I don’t have a schedule; I write when I can, when the mood strikes, when I have the time. I enjoy writing. It’s one of my favorite things to do, so I don’t really need much discipline to work at it. Which, thank goodness because discipline is not my bag.

How do you revise your writing?

It depends, honestly. If I’m happy with the draft, which I often am, my revision is just tweaking and polishing. I have done full-on tear-down revisions that rework the story from the ground up, but that’s not too typical for me. Of course, if I have an edit letter from my publisher, that’s a different story.

Where do your ideas come from?

I steal them. Literally. I get ideas from books, movies, TV shows, random snippets of conversation I hear, and stolen pages from your diary. The main two ways I get ideas is to take someone else’s story and think, I could have done that better; and take an idea someone drops in their story but doesn’t develop and then go develop the hell out of it.

Have you ever had a piece you thought was good, but wasn’t well received? How did you deal with that?

Alcohol helps. If I submit or otherwise distribute something, I think it’s good, so bad reviews or a weak response from an editor is always disconcerting. When you put your stuff out there you’re going to get rejection and bad reviews. So much rejection and so many bad reviews. I think the fact that I started submitting stories and novels at an early age, and really aggressively (like, dozens and dozens of submissions a year) inured me to rejection and criticism. It just doesn’t bother me very much any more. That’s kind of the secret: Get used to being told you suck. Because all it takes is one person to say otherwise.

Do you read your own reviews?

I used to, but after a while I realized that it’s something I have no control over. All I can do is write the stories I want to write and do my best to get them out there. After that, it’s out of my hands, so why bother?

How do you deal with rejection?

See above; the key is to market your work all the time, until rejection becomes a blurry haze. Then pour yourself a drink.

Do you peer review/ show work to friends or other writers?

Not often. I sometimes have a writer friend read something I’m working on, and my wife, The Duchess, often reads stuff I’m particularly excited about. But as a rule, no. If I like something, I’m usually pretty confident about it.

Who are your influences?

Old masters: Tolkien, Zelazny, Chalker, Chandler, Hammett, Thompson, Highsmith. New masters: King, Tartt, Saunders.

What are you reading right now?

I just finished Grant by Ron Chernow, and am now reading A Constellation of Vital Phenomena by Anthony Marra, which is excellent.

How do you break into publishing? How did you?

Every piece of success I’ve ever had stems from The Grind: I submit, and submit, and submit. I follow up. I take the opportunities I come across. I do the work. It really is that basic for me. I sold my first novel Lifers by submitting to publishers probably 50 times. I landed my agent by submitting to agents a similar amount. My short story Ringing the Changes wound up in Best American Mystery Stories, ultimately, because I submitted it to markets. My freelance work is mostly the result of answering ads and cold-pitching editors.

There are other routes into publishing a novel: MFA programs, publishing short stories in major markets for a long time, having a successful blog or other platform, intense networking (I suppose). For me, though, it’s always just been a simple 4 step process: 1. write a story; 2. submit the story; 3. repeat; 4. profit? sometimes.

How do you balance the story, the characters, the setting without there being too much detail or too little detail?

First of all, detail is a revision problem. When writing a first draft, don’t worry about it, just tell the bits that you’re excited to tell. When you’re done, put it aside, come back to it later. Re-read it with fresh eyes, and the detail question will jump out at you, trust me. It will be obvious if you have too much, or not enough.

Then, use your own experience as an example. When you walk into a room, what do you consciously notice? A big mistake writers make is having characters who hyper-narrate their own existence, noting details that no human in the universe has ever noted. Put yourself in the scenario and imagine what you’d notice, then pare from there.

Have you ever had a real life person in your life think your character was actually them?

Not really! I’ve based characters on real people I know all the time, but people usually have a very strange self-image that doesn’t match reality (for example, in my head I am very suave and witty and competent), so they rarely recognize themselves unless you literally name the character after them and include some very, very obvious details.

Do you base your characters on real life people?

Sometimes. Usually my characters are bits and pieces of myself, my idealized self, and other people all mashed together. Rarely is there a 1-1 mapping of real person to character, but it has happened when I’ve got a very specific reason.

How do you know your work is good?

Since I write for myself, that’s easy: When I’m happy with what I’ve written. When I can’t wait to show people.

How can you be more confident in your writing?

I think there are a few basics to confidence:

1. Finish. Finishing stories and novels and blog posts goes a long way to feeling like you’re in command of your instrument and know what you’re doing. A pile of half-finished manuscripts on your hard drive makes you feel like an amateur.

2. Work. Submit stuff. Publish blog posts and essays. Enter contests, go to workshops. The more you get stuff out there and deal with rejection and feedback, the more confident you’ll get, because you’ll have the experience of realizing someone’s negative feedback isn’t very useful, or that rejections are subjective.

In other words, don’t wait for permission to be a writer. Don’t imagine you need special bona-fides. Just write and try to get your work read. The rest is noise.

And now, if you’ll excuse me, all this adulting has exhausted me. I must have a celebratory bottle of rye and a nap.

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[1]I considered doing the Daffy Duck trick you can only do once bit, but since no one was getting my geezer references as it was that seemed likely to fail.

‘Juno’ and Trying Too Hard

Today my brother and I, who both hate everything as a matter of reasonable caution, were discussing the surprising fact that we both generally enjoy the work of Diablo Cody, the screenwriter of Juno, Young Adult, Jennifer’s Body and Tully, among other things. Cody is a divisive figure because she hit the mainstream scene in such a splash of aggressively hipsterish hype with Juno, but in my opinion the film is a perfectly fine story told with verve, and generally speaking if you make a splash like that with your writing you can’t be all wrong. Most people write and no one notices. If you’re being noticed, you’re doing something right.

Still, that doesn’t mean you can’t learn something from Juno. For example, you can learn the very important lesson that you should never try too hard.

Homeskillet?

If you don’t remember Juno or have never seen it, it’s the story of a teenage girl who discovers she’s pregnant and goes about an unorthodox process of figuring out what to do about it. When it came out it was often touted as either a work of quirky genius that ‘got’ kids today, or a film that existed in a strange alternate universe where kids listened to odd indie music and spoke almost exclusively in weird slang.

The lesson you can learn from the script for Juno is to not try too hard. The early going for Juno is where Cody ladles on the weird verbal affectations to the point of comedy—I mean, I get that she’s establishing tone and character and style, but are you seeing this shit, which is the first exchange of dialog in the film:

ROLLO: Well, well. If it isn’t MacGuff the Crime Dog! Back for another test?

JUNO: I think the last one was defective. The plus sign looked more like a division sign. I remain unconvinced.

ROLLO: This is your third test today, Mama Bear. Your eggo is preggo, no doubt about it!

TOUGH GIRL: Three times? Oh girl, you are way pregnant. It’s easy to tell. Is your nipples real brown?

ROLLO: Maybe you’re having twins. Maybe your little boyfriend’s got mutant sperms and he knocked you up twice!

JUNO: Silencio! I just drank my weight in Sunny D. and I have to go, pronto.

ROLLO: Well, you know where the lavatory is. You pay for that pee stick when you’re done! Don’t think it’s yours just because you’ve marked it with your urine!

JUNO: Jesus, I didn’t say it was.

ROLLO: Well, it’s not. You’re not a lion in a pride! These kids, acting like lions with their unplanned pregnancies and their Sunny Delights.

JUNO: Oh, and this too.

ROLLO: So what’s the prognosis, Fertile Myrtle? Minus or plus?

JUNO: I don’t know. It’s not… seasoned yet. Wait. Huh. Yeah, there’s that pink plus sign again. God, it’s unholy.

ROLLO: That ain’t no Etch-a-Sketch. This is one doodle that can’t be undid, homeskillet.

I think we can all agree that no one in the history of the universe, much less a 16-year old girl and a 30-something gas station attendant, has ever spoken in this manner, or used the word homeskillet in that manner.

Cody’s laying it on thick in order to get her characters’ quirkiness and verbal acuity across. She wants us to know that Juno exists in a hyper-verbal world, is smart, and fierce. All very well, but she’s working too hard here, making Juno so quirky and so odd that’s it’s almost impossible to watch.

The film calms down quickly after this. There’s still plenty of quirk, of course, and plenty of invented slang—and that’s fine. It never reaches these levels of overheated quirk, however, and finds balance. The problem is that I can probably never watch the film again without girding my loins, because those opening minutes are excruciating.

So, herewith the lesson: Don’t try too hard. Trust yourself to make your characters interesting and your dialog cool without laying it on so thick and so obvious that it’s weirdness can be seen from space. Otherwise someday a cranky writer like me is going to write about you.

When to Call It Quits

When I was a wee lad in Jersey City, I found school to be pretty easy. I was that kid, beloved by teachers and scorned by his classmates. I totally looked the part, too; I looked like a character out of Bloom County, with glasses the size of the universe and a penchant for button-down dress shirts. I usually made the Honor Roll and was always picked first in Spelling Bees.

Some time in 7th Grade, however, I experienced a kind of early life crisis and simply stopped giving a shit about my grades. I didn’t fail anything, but I stopped putting any effort in, and the bottom fell out. In 8th Grade, one of the supposed ‘perks’ of being a good student was the ability to become a Safety Monitor or something like that—essentially you got a reflective sash to wear and you helped the crossing guards. It was supposedly an honor, and I became one, and then quickly regretted it, for the following reasons:

  1. You had to wear the ridiculous sash, which invited mockery and
  2. You had to stand outside with the weird middle-aged crossing guard ladies all the damn time

So, wallowing in this newfound lack of fucks, I decided to quit the Safety Monitors. The idea of quitting something seemed exciting.

My 8th Grade teacher was a terrifying woman, universally feared in the school, and she dragged me into her class when I quit and dressed me down. She told me I’d regret it for the rest of my life (!), that this was a huge mistake, and I should reconsider. I did not reconsider, and as I write this today is the first time I’ve thought about this incident in approximately 35 years, so I think she might have overstated the case.

Quitting felt good.

Failed Novels A-Go-Go

Which brings me, at long last, to writing. I hate to quit on writing projects, especially when they get to a fairly mature point (a few thousand words, give or take). If I’ve got a substantial amount of material, the idea of just giving up on it horrifies me. After all, it could be a mediocre novel or story! All I have to do is stick with it!

And I usually do, and I usually do finish it, and it turns out better than expected often enough for me to justify my obsessive-compulsive desire to finish everything.

But sometimes, quitting feels good.

Knowing when quitting on a manuscript is the right thing to do isn’t easy. For some, of course, it is; they get the first whiff of Fail and they drop the story like a hot potato. I get that, but it can also lead to never actually finishing anything, because frankly I’ve never written a novel or story that didn’t seem on the verge of failure at least once in the process.

So how do you know when it’s right to just give up, and when you should put any and all effort into salvaging what you’ve written? The only metric I’ve come up with is Mental Real Estate (MRE).

MRE is, simply, the amount of time I spend thinking about a writing project. Not working on it, but thinking about it while I’m involved in other things. A story that’s alive and writhing, demanding to be written will occupy my thought constantly—while doing the dishes, taking a walk, or brushing my teeth, I’m thinking about that story. Even when it’s not working, I’m thinking about it.

If I realize I only think about a problematic story when I’m sitting in front of the keyboard actively trying to work on it, that’s when I know it’s a done deal and I should walk away. If the story vanishes from my mind the moment I turn away, it’s already doomed.

Of course, as I get older, the list of things that vanish from my thoughts when I’m not looking right at them grows longer and longer. I apply a similar metric to deciding when it’s time to enter a care facility: The day I forget about whiskey when I’m not actively drinking it is the day to check into the Long Sunset Home for The Aged and give up. Until then—sláinte.

The Imitation Game

I’ve always been a good mimic in terms of writing—not in terms of anything else, it should be noted; I have never been able to convincingly act like anyone else, or sound like anyone else, or dress like anyone else, even if we define ‘anyone else’ as ‘normal people.’ But when it comes to writing I’ve always been able to absorb someone else’s style and them replicate it, if I want.

When I was younger I did this constantly, in part because I was still forming my own style and in part because when you’re young everything you read blows your mind and you can’t wait to use every trick you just learned, like immediately. I still do it today; a few years ago I was reading a lot of F. Scott Fitzgerald for a while and I wrote a short story that is basically a riff on Fitzgerald that goes on for 3,000 words or so. But it’s more controlled now, more purposeful.

Recently I was hosting a page on Facebook about writing and mentioned the concept of imitating writers as a learning tool, and got some pushback from writers who were very, very strongly against the practice. Their argument boiled down to ?you shouldn’t imitate others, but rather find your own voice.’ Which is true enough, but I think they missed the point: Imitating other writers is all about finding your own voice.

A Continuum

Writing isn’t something you invented yesterday, after all. You’re part of a continuum, a tradition that goes back a very long time, and all of us are building on what came before. It’s like when I play guitar: Every now and then I come up with a riff or three that are actually kind of tasty, and I think, hmmmn, I’m not terrible. And then I think, if this was 1963 I could be the greatest guitar player in the universe, because I have a basic grasp of the intervening 50 years of guitar music.

In other words, when a writer crafts a story that revolutionizes and excites and transforms (or merely entertains) it’s not something they did in isolation. They read novels and stories for years, digested them, processed them, and then used those absorbed tools and tricks to create something unique.

In order to get to that point where you’ve got a toolbox full of ideas and techniques you can use to make something wholly your own, you have to first acquire those tools. That starts with the basics and then moves on to increasingly esoteric and specific things that only you can use and appreciate. Imitating other writers gives you practice with their tools, which you then modify and make your own.

So, don’t hesitate to copy your favorites writers. Write entire novels in someone else’s style, why not. In the end it will help you find your own. You can also do it with fashion, which is why I’m going to be wearing nothing but white suits from now on.

Creative Outlets: Sometimes More is Better

As writers, we have a tendency to get very, very obsessed with writing. Heck, you’re reading this, which leads me to believe that you’re the sort of person who spends their free time reading about writing, when you’re not, you know, writing. Nothing wrong with that, and there’s something to be said about perfecting your craft through the simple application of time and effort—in other words, writing constantly.

But I’ve come to value alternative modes of creativity for one simple reason: It’s nice to get back to that 100% selfish, totally low-stakes kind of creative fun I used to have with writing before I started to make my living with my words.

Three Chords and a Nap

As you might know, I play guitar. I am a painfully typical middle-aged white man; I always wanted to be one of the cool kids and play guitar and start a band and overdose on heroin, but I never got around to learning, and then when I was in my 30s my wife forced me to take lessons (annoyed, no doubt, by my complaining) and since then I’ve been composing and recording actual songs.

No, seriously. I give you The Levon Sobieski Domination. No, this isn’t an up-and-coming rock band. It’s just me.

Now, I don’t think for one moment that my songs are all that great (though I am proud of them in the way only a creator can understand) and I don’t expect anyone to ever care all that much about my music. Unlike my writing, I am pretty certain I know just how mediocre my musical abilities are. But I’m having fun, and I believe that anything worth creating is worth distributing somehow, and so I put these albums together.

So where does writing come into it? The whole point is that the stakes for my music are low, kid. No one cares whether I record these songs or not. And I don’t expect to ever make a dime from them. So I get to just … well, relax and have fun and create just for creation’s sake. I don’t have to worry about sales or revision notes or sales figures. I just have fun, make something cool, and then dump it on the unsuspecting 5-10 people who will accidentally click on these links and then back slowly away from their computers, disturbed.

It’s important to have that, I think. You work so hard to make your writing a professional, money-making operation you can get in your own head a bit about whether an idea is worth it. With music, I just do all the ideas, because why not? No one’s ever gonna hear it anyway, despite my shambolic efforts.

As a bonus and possibly a bit of super secret marketing genius, half my song titles are direct references to my books.

Publishing: It’s All About Finding Your People

Here’s a tragedy in one act: I wrote a novel a few years ago, a thriller with a bit of sci-fi seasoning in it. I told my agent the opening premise, and she immediately said something like ‘that might be good as long as the next words out of your mouth aren’t xxx’ where xxx was a plot twist that was 100% exactly what I’d just written.

There was what scientists call an awkward silence.

That’s always a sobering moment for a writer who often thinks they’re being clever. I was a bit dismayed, but I thought on it and realized that the plot twist was, in fact, a bit overused and obvious, and so I delicately chopped 54% of the novel out of the manuscript and set about re-writing the second half of the book with a different plot twist. Which wound up ruining everything and the book was and remains a disaster.

The lesson isn’t about the shopworn plot twist; you can sell a shopworn twist if you try. No, the lesson here is that writing to hit someone else’s target is usually a mistake.

You My People

That doesn’t mean my agent was wrong. My agent is less than enthusiastic about a lot of my work, which is perfectly natural, and she’s usually very smart about it. My agent is looking at my work as the person who will have to try and sell it, so naturally she has a different perspective on it. But what I’ve slowly come to realize is that there is very likely someone out there who would read that manuscript and be amazed by it. And that’s what it’s all about: Finding your People.

By and large, my agent is my People. When she dislikes something I’ve written, I usually end up realizing she was right about it. And often when she pushes back on a novel I want to go out on, it’s purely from a market point-of-view—she might admire it, but she doesn’t think she can sell it.

As a writer, you need objective opinions and feedback, of course, but you also have to know who you are as a writer and what you’re trying to accomplish, and stick to that. Instead of constantly revising and re-working your manuscript to match the last round of feedback, you need to find the people out there who will read your work and be instantly drawn to it. Those are your People. In other words, there’s an agent out there who will read your work and love it. There’s an editor out there who will read your book and decide that whatever the P&L says, they’re going to publish it. There are people out there who will love your work and want to put effort into getting it out there. All you have to do is find them.

How to find them is a whole other story involving tears, despair, and stolen diamonds. But I’ve said too much.

Writing Trick: Going the Opposite

A lot of writing advice is centered on exercises, which I fully support. I’m a guy who naturally focuses on statistics; I keep track of how not just how many stories and novels I’ve written, but how many pages of material I’ve written over the years. Which is weird since I deprecate word counts so much, but the fact that I keep track of stats is just a tic of my strange brain, it doesn’t mean they’re all that useful.

So, I’m obsessed with how much I’ve written over the years, but that sometimes means getting locked into channels where you produce more. There’s a comfort zone for all writers, after all, and it’s not uncommon to find yourself writing the same sorts of stories or articles all the time—especially if you start getting paid for them. After all, if the world wants nothing more than to pay you for sasquatch erotica, you’re probably gonna write a lot of it.

But sometimes you need to break out a little simply to try something different and shake off the cobwebs, so the occasional writing exercise is usually invigorating and instructive. One trick I like to indulge in is simple but effective: I take something from my life and I write it from the opposite perspective.

The Hero’s Journey

We’re all the hero of our own story, after all; there’s a tendency to always remember things in a way that is self-flattering or that at least serves your personal narrative. And hey, I support that. My own self-mythologizing is how I keep my sanity, because if I admitted to myself how much of a shambolic jackass I’ve been in my life there would be emotional repercussions no one is prepared for.

That’s why writing something from someone else’s perspective can be a rich writing experience. Take a moment—it doesn’t have to be a negative one; it could be your wedding day or the day you wrestled a bear and saved the lives of six cub scouts—and write it up as a story, but tell it from someone else’s perspective. Maybe the POV is the police officer who arrested you for public urination. Maybe it’s the person whose house you TP’d on Mischief Night when you were 15. Maybe just the person who sat next to you on the bus yesterday. Tell the same story you experienced by imagine it from another person’s perspective.

Simple … but effective. Being able to see the many sides of an experience is a powerful tool for a writer.

Of course, for some reason when I imagine my experiences from other POVs I am always wearing a tuxedo and a monocle. Strange how that happens.

The Less is More Rule of Freelance Writing

Freelance writing can be a tough gig sometimes. Aside from the way your skin starts to glow in the darkness because you haven’t left your cave-like office in months, or the way you start to refer to everything as your Precious, there’s the uncertainty and instability of your income. There’s a lot of feast and famine in freelancing in general, and the fact that you don’t have a boss or a job is both powerful and terrifying. In theory, after all, you can easily tell crazy clients to go fuck themselves. In practice, of course, the idea of telling a paying client to take their money elsewhere often seems insane. What if you can’t make up the difference? What if you wind up living on the street—or, worse, forced to drink well whiskey—all because you decided that you didn’t want this money?

Here’s the thing, though, sometimes getting rid of a client actually results in more money.

Less is More

Not all freelance jobs are the same. Some require a lot of effort for modest pay, some pay you exceptionally well for something you can can up with in your spare time with, like zero effort. And most of us freelancers have a client list that’s made up of a range between those two extremes.

I had a small client. It wasn’t the hardest work in the world, and it didn’t pay very well, but for a long time I was loathe to ditch them. The work wasn’t hard, but it was time consuming the way all work is—it took hours away from my other work. So, I eventually fired the client—in a nice way.

And something weird happened: I made more money. I had more time to devote to other clients—better-paying clients—and not only did I not miss the client I ditched, I prospered. And sometimes that’s the lesson. Be willing to trim back the bad jobs. If you have an old client that’s paying you your rate from 3 years ago and isn’t willing to give you a raise, don’t convince yourself that you can’t get rid of a paying client. Take a chance and I’ll bet you wind up doing better.

Of course, that doesn’t mean you fire every client. Or even several. Just concentrate on the outliers, the small accounts that stand out due to their low rates. And if you don’t have any such clients, just keep in mind the ultimate lesson here: Freelancing is all about selling time, and sometimes getting time back from a client is the smart thing to do.

Another smart thing to do? Buying Apple stock in 1995, or mining Bitcoin in 2011. Dammit.

The Outsider

I recently started a new novel. I start lots of novels, and I write a fair number of them, too; over the last two years I finished five novels and Writing Without Rules. I’ve always written first drafts quickly, and I firmly believe in staying busy. I don’t like to sit and wait for inspiration, I like to force inspiration by working constantly and challenging myself to take a lukewarm first few thousands words and transform it into a great story by sheer force of will.

It doesn’t always work.

So, a new novel. It’s an idea I’ve been kicking around in the back of my head for a while, and I started trying to make it work a few months ago. The first six or seven tries went nowhere. The narrative just petered out each time, losing momentum and that sense of excitement that you feel when you’re onto something. And then I finally figured out the problem: My narrator was intimately involved with the secrets of the story. I needed an Outsider.

Your Ways Confuse and Alarm Me

The Outsider is a character who isn’t in on everything—a Stranger in a Strange Land. The function of the Outsider, at their most basic level, is to have things explained to them. A great example of an Outsider is the companions on Doctor Who. The time-traveling Doctor always has one or two humans around for the ride as he battles aliens and solves timey-wimey puzzles, and their main function is to be confused and alarmed so the Doctor has a reason to explain to them—and the audience—what’s going on.

The Outsider functions as an audience surrogate. I realized in my new novel that having my first-person narrator be aware of the secrets was problematic, and that I was dancing around trying to hold off on revelations which just made things weird. By changing my narrator to someone brought in from the outside, I have a lot more control over how those secrets are revealed.

It seems obvious in retrospect, but as writers it’s so easy to get locked into an initial concept. You have that first idea and it just seems so obvious, so perfect. And six months later when you can’t get it started you’re blind to the fact that one vital aspect of the concept is simply wrong.

Things are going well right now for the book. Will it turn out great? Who knows. All I know for now is that by bringing in an Outsider the story is moving again, because I can control exactly what the reader knows without having to resort to amnesia or sociopathy or possibly having things dropped on my narrator’s head at crucial moments.

Don’t Write Anything

Freelance writing is a tough go sometimes. Anyone who’s ever daydreamed of leaving their Day Job (or, who knows, their whole life, family, and social circle) behind in order to become a “digital nomad” of some sort knows that just getting things off the ground can be an intimidating experience. And it doesn’t help that most established freelance writers (my ears are burning) find it impossible to explain clearly how in the world they got established in the first place. My own career trajectory is kind of blurry, to be honest; it’s literally

1. Decide to go freelance

2. Apply for every job available

3. ???

4. Profit!

One thing I’ve noticed a lot of new freelance writers doing is jumping on forums and applying for jobs by saying that they can write “anything.” I remember doing that myself in the early going, having such confidence in my abilities and being so certain that this would somehow be persuasive to potential clients.

It’s not. Don’t do it.

Specify

It’s probably true. You probably can write anything—I know I can. Give me a clear enough brief and some decent guidelines and I can replicate voice, emulate style, and crank out whatever writing you need. Heck, in college I got into trouble because I imitated the style of academic writers too closely after reading their books; I was called in to a conference with a teacher who couldn’t believe I hadn’t plagiarized the words, once.

But being able to write anything doesn’t mean you should.

First of all, it’s a weak marketing technique. The word ‘anything’ is so non-specific as to be meaningless, and sounds like empty bragging. There’s simply no reason to believe you if you can’t even be specific about the things you’re good at doing.

Second, it’s bound to get you into work you don’t want to do. Now, if you need to make a living it’s easy to get into the mindset of taking on any kind of work, but writing isn’t a mindless activity that you can grind through. Even crap writing for money requires some engagement and mental work, and that means if your work is boring or involves a subject you don’t really enjoy, it’s going to be tedious. And that can affect everything from the quality of your work to your enjoyment of life.

Instead of telling people you can write ‘anything,’ it’s better to think about what you want to write about and focus there—with the caveat that if you need to make some money there’s nothing wrong with tossing that advice out the window and getting down to business.

Wait, I think I just remembered what Step 3 was supposed to be: Day drinking. And plenty of it.