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Personal essays, notes, and ideas worth sharing.

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Jordankwinn

Jordankwinn

Personal essays, notes, and ideas worth sharing.

This is my corner of the internet. I write about the things I’m thinking about, books, projects, ideas, and occasionally my own life. No particular niche, no content strategy, no editorial calendar. Just thoughts when they come.

Topics we cover: Essays · Projects · Reading Notes · Ideas · Personal

The Forty-Page Comic I’ve Drawn for Three Years and Shown No One

There is a stack of paper on the corner of my drafting table that has survived three apartments, two laptops, and one very bad breakup. It is forty pages long. It is a comic. I have shown it to no one.

Not my partner. Not my studio mate. Not the editor who once asked, over coffee on Division, what I was working on “for myself.” I said, “Oh, you know. Small stuff.” That was in 2022. The stack has grown since then. It has also, in a sense, not grown at all, because I keep redrawing page one.

I want to be honest about what this project is and isn’t. It isn’t a secret masterpiece. It isn’t a graphic novel in progress that I’m quietly shopping to publishers. It’s a forty-page comic that I’ve been drawing for three years, and the reason I’ve shown it to no one is not mysterious. It’s the same reason I’ve rewritten the same invoice email four times this week. It’s the same reason I checked my bank balance before writing this sentence.

What the stack actually is

Forty pages. Pencil, ink, and a gray wash I mix from two tubes of Holbein. The paper is a ream of Strathmore 300 series bristol. I buy materials maybe twice a year.

So the material cost of this comic, over three years, is maybe $180. That’s the number I can point to. The number I can’t point to is the hours. I don’t log them. I know that I’ve drawn page one at least eleven times. I know that pages 12 through 18 were finished in a burst in February 2024, during a slow invoice month, and that I haven’t touched page 19 since.

Here’s the thing about a project you never show anyone: it has no deadline, no client, no editor, no audience. That sounds like freedom. It is not freedom. It is a room with no door, and you keep walking into the walls.

The money part, plainly

I’m a freelance illustrator. My income is irregular in the way that weather is irregular. Some years are good. Some years are not. I had a good year once and thought I had figured something out. I hadn’t. I had a good year.

When you have a bad year, you do not have a savings account. You have a checking account and a feeling. When you have a good year, you have a checking account, a savings account, and the conviction that next year will be the same. It won’t be.

The forty-page comic costs me nothing in the sense that it doesn’t have a client. It costs me everything in the sense that every hour I spend on it is an hour I’m not spending on a $400 spot illustration or a $1,200 book cover. I know this. I do the math in my head while I’m inking. That’s part of why it’s taken three years.

There’s a specific fear that lives in the gap between invoices. It’s not the fear of not making rent. I’ve made rent. It’s the fear that the work I do for money and the work I do for myself are two different people, and that the second one is not very good.

What the law says about a thing no one has seen

Here’s a fact that surprised me: under U.S. copyright law, my forty-page comic has been protected since the moment I fixed it in a tangible medium. That’s it. No registration required. No publication required. No one has to see it.

The U.S. Copyright Office’s Circular 1 states that copyright protection “exists automatically from the moment the original work of authorship is fixed.” A work is “fixed” when it’s captured in a medium “sufficiently permanent” that it can be perceived or reproduced “for more than a short time.” My stack of bristol counts. The scans on my hard drive count.

This matters to me for a reason that isn’t legal. It matters because it means the work is real before anyone validates it. The law doesn’t care if I’ve shown it to no one. The law says it’s mine, and it’s protected, and it exists.

Registration is a separate thing. Circular 1 notes that while registration isn’t mandatory, it’s necessary to enforce exclusive rights through litigation for U.S. works. It also notes that registration before or within three months of publication makes a copyright owner eligible for statutory damages and attorneys’ fees. I haven’t registered my comic. I might, eventually. But the point is that the work is already real. The registration would just make it easier to defend.

I think about this more than I should. I think about it when I’m redrawing page one for the twelfth time. The law says the work exists. My brain says the work exists only if someone sees it. The law is more generous than my brain.

The rituals that keep it going

I have a cheap, repeatable ritual for this comic. It costs nothing and takes twenty minutes. Every Sunday morning, before I open my email, I make a cup of coffee in the same mug — a chipped ceramic thing I bought at a garage sale in Sellwood for $2 — and I sit down at the drafting table and I draw one panel. Not a page. One panel. I don’t ink it. I don’t fix it. I just draw it.

That’s it. That’s the ritual. Twenty minutes, one panel, every Sunday. Some weeks the panel is good. Most weeks it’s not. But the ritual isn’t about the panel. It’s about the fact that the comic stays alive in my hands. It doesn’t become a thing I used to work on. It stays a thing I’m working on.

I have other rituals. I walk to the Hawthorne Bridge and back when I’m stuck on a page. That’s about 2.5 miles round trip from my apartment. I don’t bring my phone. I don’t bring a sketchbook. I just walk. The walking doesn’t solve the page. But it makes the page feel less like a verdict.

I buy a single donut from Pip’s on Fremont every time I finish a page. That’s $2.50. Over three years, that’s maybe $100. I’m not going to pretend that’s a financial strategy. It’s a bribe. It works.

The thing about showing no one

I’ve been asked, gently, by people who care about me, when I’m going to show someone the comic. I don’t have a good answer. The honest answer is that I’m afraid it’s not good. The other honest answer is that I’m afraid it is good, and then I’ll have to do something with it.

There’s a specific kind of paralysis that comes from a project with no external deadline. You can’t miss a deadline that doesn’t exist. You can’t fail a client you don’t have. You can’t disappoint an audience that doesn’t know you’re making anything. The absence of stakes feels like safety. It’s not. It’s a way of never finding out.

I’m not going to end this by saying I’m finally going to show someone. I might. I might not. The comic is forty pages long and I’ve been drawing it for three years and I’ve shown it to no one. That’s the fact. The fact is not a lesson. It’s just where I am.

But here’s what I know: the work is real. The law says so. The stack of paper says so. The $180 in materials says so. The Sunday mornings say so. Whether anyone else ever sees it is a different question, and I’m not done asking it yet.

FAQ

Do I need to register my unpublished comic with the U.S. Copyright Office?

No. Under U.S. law, copyright protection exists automatically from the moment your work is fixed in a tangible medium. Registration is not required for protection. However, registration (or refusal) is necessary before you can file an infringement lawsuit for a U.S. work, and registering before or within three months of publication can make you eligible for statutory damages and attorneys’ fees. See the U.S. Copyright Office’s Circular 1 for details.

Can I show my unpublished work to a publisher without losing my rights?

Showing your work to a publisher does not transfer your copyright. Copyright transfer generally must be in writing and signed by the copyright owner. Mere ownership of a copy of your work does not give anyone the copyright. If a publisher wants to license or acquire rights, that’s a separate negotiation. The U.S. Copyright Office’s Circular 1 covers transfer of copyright ownership.

What if someone uses my unpublished comic without permission?

You have exclusive rights to reproduce, distribute, and display your work, among others, from the moment it’s fixed. If someone uses it without authorization, you may be able to bring an infringement action. For U.S. works, registration (or refusal) is necessary before filing a lawsuit. The Copyright Office’s FAQ on fair use notes that there are no legal rules permitting a specific number of words or percentage of a work to be used without permission; whether a use qualifies as fair use depends on all the circumstances.

How do I manage irregular income as a freelancer?

I don’t have a formula. I have a checking account, a savings account when I can, and a habit of checking my balance before I make decisions. The National Endowment for the Arts publishes an Arts Data Profile Series with statistics on arts and cultural production, which can be useful for understanding the broader economic context. But the day-to-day management is mostly about knowing your numbers and not pretending they’re different than they are.

What’s a cheap ritual that helps sustain a long-term project?

Mine is twenty minutes every Sunday morning, one panel, same mug. It costs nothing. The point isn’t productivity. The point is keeping the project in your hands. A ritual that’s too ambitious becomes another thing to fail at. A ritual that’s small enough to do even on a bad week is the one that lasts.

The Poster I Drew Free for the Neighborhood Fridge and the PDF They Wanted

In March I drew a poster for the free fridge on my block. It took four hours. The fridge sits outside a bike shop on North Williams, and the volunteers who stock it wanted something better than the index card taped to the door. I drew a hand holding a carton of eggs, a little rain, a phone number. I printed it at the copy shop on Alberta for $1.87 and taped it up myself.

Two weeks later I got an email from someone at a community center. They had seen the poster. They wanted the PDF.

Not a print. The file. For their newsletter, their social, maybe a banner at an event. They said it was for the neighborhood, which it was. They said they loved it, which felt good. They did not say anything about money, and I did not ask, because I had already given the drawing away for free and it seemed rude to change the terms after the fact.

That is the whole essay, really. Everything after this is just me trying to explain why I sent the PDF and then sat in my kitchen for twenty minutes feeling weird about it.

What I actually gave away

Here is the part I did not think about in March. Under U.S. law, copyright exists automatically the moment an original work is fixed in a tangible medium. The U.S. Copyright Office says this plainly in Circular 1: protection “exists automatically from the moment the original work of authorship is fixed.” I did not need to register the poster. I did not need a copyright notice. The drawing was mine the second I saved the file.

What I gave away in March was a copy. I printed it and taped it to a fridge. That is not the same as giving away the copyright. The Copyright Office is explicit about this too: “Mere ownership of a copy or phonorecord that embodies a work does not give the owner of that copy or phonorecord the ownership of the copyright in the work.”

So when the community center asked for the PDF, they were not asking for the poster. They were asking for the file that lets them reproduce the poster, which is one of the exclusive rights of the copyright owner. The others include preparing derivative works and distributing copies to the public. I still owned all of that. I just did not act like it.

This is not a legal problem. It is a habits problem. I have spent years learning to draw hands and almost no time learning to say, in a friendly way, “sure, here is what that includes.”

The invoice I did not send

Let me put numbers on this, because vague financial fear is worse than specific financial fear.

Self-employment tax is the part that gets me. The IRS treats self-employed people as both employer and employee for Social Security and Medicare. Publication 334 lays out the basics: if you carry on a trade or business as a sole proprietor or independent contractor, you are self-employed, and your earnings are subject to self-employment tax. You do not have to work full-time to count. A part-time illustration practice counts.

So when I say I drew the poster for free, I mean I drew it for free and also paid self-employment tax on the zero dollars it earned, which is a sentence that makes my accountant laugh in a way I have learned not to take personally.

What a PDF actually is

There is a technical thing here that matters more than people admit. A PDF is not one thing. It is a container. The same file can be a proof, a print-ready document, or a locked-down web version, and the difference is in how it is built.

A proof PDF is usually RGB, compressed, maybe 150 dpi, with fonts embedded or not depending on how lazy I was that day. It looks fine on a screen. It will look soft if you print it at 24 by 36 inches.

A print-ready PDF is usually CMYK or a spot-color setup, 300 dpi at final size, with bleeds and crop marks if the printer needs them, and fonts either embedded or converted to outlines. It is heavier. It is less flexible. It is the file you send to a printer, not the file you send to a newsletter editor who is going to drop it into Canva and stretch it.

When the community center asked for “the PDF,” they meant the proof. They wanted something they could put in a newsletter. I sent them the proof. I did not send the layered source file, and I did not send the print-ready version, because those are different things and I have learned, slowly, to keep them separate.

This is not stinginess. It is the same reason a bakery does not hand out the recipe when you buy a loaf. The proof is the loaf. The source file is the recipe.

The email I should have sent

Here is what I actually sent, more or less:

Hi — happy to share. Attached is a screen-resolution PDF for newsletter and social use. Please credit me as Jordan Kwinn. If you need a print-ready file for a banner or poster, let me know and I can prepare one for a small fee.

That is fine. It is not great. A better version would have named the scope more clearly, because “newsletter and social use” is doing a lot of work in one sentence. A better version would have said: this license is for this one use, for this one organization, for this one year. If you want to use it again, ask me again.

I did not say that because I was worried it would sound like I was being difficult about a free drawing. But the drawing was free. The license is a separate thing. The Copyright Office notes that a transfer of copyright ownership generally must be in writing and signed by the owner, while a nonexclusive license does not require a written agreement. That means the email itself can be the license. Which means the email is worth writing carefully.

I am not a lawyer. I am an illustrator who has read enough Copyright Office circulars to know that “sure, here you go” is a license, whether or not I meant it as one.

What Portland actually requires

I looked this up because I wanted to know if the community center had rules I should have known about. Portland Parks & Recreation operates nine community centers and two arts centers across the city, according to the bureau’s community centers page. The page lists locations, hours, and an Access Discount Program that offers 25, 50, 75, or 90 percent off program fees for Portland residents, with no proof of income required.

What the page does not list is a public policy on posting community artwork or flyers. That is not a criticism. It is just a fact. If you want to know whether your neighborhood community center will hang your poster, you have to ask them. The city code has a Title 4 for Original Art Murals, which is a different thing entirely and mostly about large-scale murals on private buildings. It does not cover the fridge.

So the fridge is its own jurisdiction. The bike shop owner decides. The volunteers decide. The person who empties the compost bin decides. There is no permit. There is no fee. There is also no contract, which is the part I keep circling back to.

The emotional math

Here is the thing I have not said yet. When the community center asked for the PDF, I felt two things at once. The first was flattery. Someone saw my drawing and wanted it. That is the whole job, more or less. The second was a small drop in my stomach, because I knew I was about to give something away and I did not know what it was worth.

I have been freelancing for eleven years. I still do this. I still say yes before I know what I am saying yes to. I still confuse being generous with being available. I still treat the fact that I drew something for free as evidence that it has no value, which is backwards. The free poster is the reason they asked. The free poster is the marketing. The free poster is not the problem.

The problem is that I did not have a sentence ready. I did not have a small, repeatable ritual for the moment when someone asks for the file. I had a feeling, and the feeling was: don’t be weird about this.

So I sent the PDF. And then I sat in my kitchen and thought about it for twenty minutes. And then I wrote this, which is the ritual, I guess. Writing it down so next time I have the sentence ready.

The sentence I am practicing

Here it is, in case you need one too:

Happy to share. Here is a screen-resolution PDF for [specific use] by [specific organization] for [specific time period]. Credit as [your name]. If you need a print-ready file or a different use, let me know and I will send a quote.

That is it. Four sentences. It is not a contract. It is not a lawyer. It is just a small, repeatable ritual that keeps me from giving away the recipe when someone asks for a slice of bread.

The poster is still on the fridge. I walked past it yesterday. It is a little wrinkled from the rain, and someone has drawn a small heart next to the phone number in ballpoint pen. That is the part that matters. That is the part I would do again for free.

The PDF is a different thing. The PDF has a license. The PDF has a scope. The PDF is the part I am still learning to name.

FAQ

Do I own the copyright to a drawing I made for free?

Yes, unless you signed something that says otherwise. The U.S. Copyright Office states that copyright protection exists automatically from the moment an original work is fixed in a tangible medium, and that the copyright initially belongs to the author who created the work. Giving someone a copy of your drawing does not transfer the copyright. A transfer generally must be in writing and signed by the owner.

What is the difference between a proof PDF and a print-ready PDF?

A proof PDF is usually lower resolution, often RGB, and meant for screen viewing or review. A print-ready PDF is usually higher resolution, often CMYK, sized to the final print dimensions, and may include bleeds and crop marks. The two files serve different purposes and are not interchangeable.

Do I need to register my illustration with the Copyright Office?

No. Registration is not required for copyright to exist. However, the Copyright Office notes that for U.S. works, registration or refusal is necessary before you can file an infringement lawsuit, and that registering before or within three months of publication can make you eligible for statutory damages and attorneys’ fees.

How does the IRS treat small freelance illustration income?

If you carry on a trade or business as a sole proprietor or independent contractor, you are self-employed for tax purposes. IRS Publication 334 states that you do not have to work full-time for this to apply, and that a part-time business counts. Self-employment income is generally subject to self-employment tax, which covers Social Security and Medicare.

Does Portland have a city policy on posting community artwork in community centers?

Portland Parks & Recreation operates nine community centers and two arts centers, but the bureau’s community centers page does not list a public policy on posting community flyers or artwork. Portland City Code Title 4 covers Original Art Murals, which is a separate category. For specific posting questions, contact the individual community center.

The Half-Used Apps on My Desktop and What They Cost Me

The cursor blinks on a half-finished portrait of a dog named Captain. $200 deposit. Due Friday. It is Tuesday, 2:43 in the afternoon, and I have spent the last forty minutes not drawing Captain but updating a spreadsheet row that tracks the commission’s progress, toggling between three browser tabs to compare reference photos I already saved to a folder on my desktop, and reconsidering whether the invoice template I built last March needs a revised late-payment clause. Captain’s left ear is finished. His right ear does not exist yet. The spreadsheet says I am 60% done, which is a number I made up to feel like something is being measured.

The apartment is quiet except for the radiator, which started its annual clicking two weeks early this October. My desk is a door on two filing cabinets — a setup I copied from a cartoonist I met at Portland Zine Fest in 2022 who swore it was the cheapest standing desk in the city. She was right. The filing cabinets cost $23 at the ReBuilding Center on Mississippi Avenue. The door I found on the curb outside a house on Alberta Street. The desk holds a Wacom tablet, a lamp from Goodwill, a jar of ink I have been using since 2021, and the lid of an oatmeal container I use as a palette. These are the tools I can name without embarrassment. These are not the ones taking up most of my attention.

The tools taking up most of my attention are the fourteen application icons in my dock. I opened six today. I used two. There is the spreadsheet. The invoice generator. The time tracker I installed during a panic in April when I thought if I could just see how many hours I was losing to administrative tasks, I would stop losing them. I have not opened it since May. There is the project management app I used for exactly three weeks before it became another place to avoid looking at unfinished work. A note-taking app with 847 notes in it, 840 of which I will never read again. And a drafting app with a half-written client email I started composing on Sunday, stopped mid-sentence, and have been avoiding because I cannot figure out how to say “I need an additional week” without sounding like I am failing.

I am not failing. I am also not drawing Captain’s right ear.

What I am doing is something I do not have a clean name for. It is not procrastination, exactly, because the spreadsheet needed updating and the invoice template probably does need a late-payment clause after the thing with the bakery in June. It is not client work, because Captain’s portrait is the client work and I am not doing it. It is not rest, because my jaw is tight and I have checked the time eleven times in the last hour. It is the administrative labor of maintaining a creative practice — the emails, the tracking, the organizing, the planning, the tool-evaluating, the contract-reading, the folder-structuring, the password-resetting, the app-trying, the app-abandoning — and it has quietly become most of what I do on any given Tuesday.

That same discipline applies to editorial structure: before publishing, editors need a way to test scattered notes become an argument readers can follow, which is where an AI writing software that fits the project can function as a planning aid rather than a substitute for domain evidence.

I did not used to have fourteen apps. When I started freelancing four years ago, I had a sketchbook, a laptop, and a Google Doc where I kept a list of people who owed me money. That was it. The list was ugly and effective. I checked it on the first of every month, sent awkward emails, and got paid or did not. The system had no dashboard, no color-coded status flags, no automated reminders. It was a list. It worked because it was too simple to avoid using.

Then I started reading about how other freelancers organized their businesses. I read a post by an illustrator in Seattle who used a Kanban board for every commission, with columns for “Inquiry,” “Quoted,” “In Progress,” “Revisions,” and “Delivered.” It looked clean and professional in the screenshots. I set one up the same afternoon. I moved two projects into it, felt a surge of competence, and then never updated the board again. The columns sat there with their two lonely cards while I went back to the Google Doc. But I did not delete the board for eight months, because deleting it would mean admitting I had spent two hours building something I never used.

This is the pattern. I encounter a tool that promises to make the business side of freelancing feel less like drowning. I adopt it with a kind of desperate optimism. I use it for somewhere between three days and three weeks. I stop using it. I do not delete it. It sits in my dock or my bookmarks bar or my app drawer, accumulating a small charge of guilt every time I see it. The guilt is minor. The cumulative weight is not.

There is a term for what I am describing, and it does not come from the creative world. In site reliability engineering — the discipline of keeping large-scale software systems running — there is a formal distinction between substantive engineering work and the repetitive, low-value operational tasks that surround it. Google’s engineers call that second category “toil,” and they have written entire chapters about how to identify and eliminate it, because they noticed something that sounds familiar: the tools designed to reduce operational overhead can themselves become a form of that overhead. The system you build to track your work becomes work. The dashboard you create to monitor your tasks becomes a task. The automation you install to save time costs time to maintain. I read about this in a site reliability engineering reference from Google one night when I was supposed to be answering client emails, and I recognized my own desk in it with a specificity that was not comforting.

The engineers have a vocabulary for this. I have a dock full of icons and a vague feeling that something is wrong.

The something that is wrong is not that I use tools. Tools are fine. The invoice generator saves me twenty minutes per invoice. The spreadsheet, when I actually update it, tells me whether I can afford to buy the good watercolor paper this month or whether I need to stick with the student-grade Cotman set I have been using since college. This month: student-grade. The good paper is Fabriano Artistico at $32 a block at Muse Art and Design on Hawthorne, and I buy it when I have had a month over $1,800, which has happened twice this year. The tools are not the problem. The problem is that the tools have started shaping what I consider worth doing.

I noticed this most clearly with the time tracker. When I installed it, I told myself I was gathering data. I wanted to know how much of my workday was spent drawing versus how much was spent on email, invoicing, scheduling, file management, and the other unnamed tasks that fill the hours between picking up a pen and putting it down. What I found, after three weeks of tracking, was that I was spending roughly 40% of my working hours on drawing and 60% on everything else. This was useful information. It was also devastating information, because the time tracker did not just measure what I did — it started judging it. Every hour I spent drawing began to feel slightly wasteful, because drawing was the thing I was supposed to be doing and therefore the thing that did not need tracking. The administrative tasks, by contrast, felt productive in a way that drawing did not, because they generated data. They filled cells. They produced charts. The time tracker turned my creative practice into the thing that happened between the tasks that counted, and I started unconsciously prioritizing the tasks that counted.

I stopped using the time tracker. I did not delete it. It sat in my dock for three more months, its icon a small reminder that I had tried to measure my way out of a problem that was not really about measurement.

The problem, I think, is that I have been treating the administrative labor of freelancing as something separate from my creative practice — as overhead, as tax, as the cost of doing the work I actually care about. But the overhead has grown so thick that it is now the thing I do, and the drawing has become the break I take between emails. The ratio has inverted, and I did not notice until I found myself on a Tuesday afternoon with a half-finished dog and a fully updated spreadsheet and no clear sense of which one was the work.

Both are the work. I know that. The emails are how I get commissions. The invoices are how I get paid. The contracts are how I avoid getting exploited. The spreadsheets are how I know whether I can buy the good paper. None of this is optional. A freelance illustrator who does not handle the business side is a freelance illustrator who does not eat. But there is a difference between handling the business side and letting it colonize the desk, the dock, the attention, the day. There is a difference between using a tool and being used by it.

I think about this when I look at the drafting app with the half-written email in it. The email says: “Hi Sarah, I wanted to let you know that I’ll need an additional week to finish Captain’s portrait. The left side is complete and I’m really happy with how his ear turned out, but I want to make sure the right side matches before I send the final. Would a deadline of October 18th work for you?” I wrote that sentence on Sunday. I stopped because I was afraid Sarah would think I was unprofessional. I stopped because the drafting app suggested a more formal revision that sounded like a press release. I stopped because I started wondering whether I should restructure the email to lead with the new deadline, then the reason, then the reassurance — a structure I read about in a freelance communication guide that I have never successfully applied because it makes me sound like a project manager and not a person drawing someone’s dog.

The drafting app is one of several AI writing software tools I keep open in tabs during a typical workday, none of which I have fully committed to and none of which I have fully rejected. There is one I keep meaning to actually evaluate for the client communication side of things, but I have not gotten past the stage of opening it, staring at the empty input field, and closing it again because I cannot think of anything to type that I do not already know how to say. The drafting app I did use, once, generated three versions of an email declining a commission I did not want to take. All three versions were polite. None of them sounded like me. I sent my own version, which was also polite and also did not sound like me, because declining work never sounds like the person doing the declining. It sounds like someone trying to survive.

I keep these tools open the way I keep the time tracker in my dock — not because I use them, but because I have not yet decided whether to trust them, and deleting them would mean making a decision I am not ready to make. The decision is not really about the tools. It is about what kind of creative practice I want to have. Do I want a practice that is organized, systematized, optimized, and efficient? Or do I want a practice that is messy, slow, occasionally unprofessional, and mine?

The honest answer is that I want both, and the tension between those two things is where I live most of the time. I want to send invoices on time. I want to answer emails within two business days. I want to have a contract that protects me when a client disappears without paying, which has happened twice. I also want to spend an entire afternoon drawing Captain’s right ear without checking a spreadsheet, without updating a status flag, without opening an app that will measure how long it took and tell me whether that was an efficient use of my time. I want the business side to be small and quiet and the drawing side to be large and loud. Instead, the business side is large and loud and the drawing side is small and quiet, and the tools I installed to fix this have made it worse.

There is also the ethical dimension, which I have been avoiding thinking about because it is easier to avoid thinking about it than to think about it. The AI writing tools I have been half-using are built on large language models, and those models were trained on text that was not freely given. The Authors Guild has published guidelines for writers navigating AI tools that are worth reading if you are in this same liminal space, because they make clear that the foundational models underlying most of these apps were trained on pirated, unlicensed books without compensating the authors. I am an illustrator, not a writer, but I am also a writer — I write emails, contracts, grant proposals, artist statements, and now this — and the idea that I might be using a tool built on stolen work to draft an email declining a commission feels like a specific kind of hypocrisy I am not sure how to sit with. The guidelines are not rules. They are offered as a way to help people make their own informed decisions. I have not made mine yet. The tabs stay open.

This is the part where a productivity blog would tell me to delete everything and start fresh. Do a digital declutter. Keep only what you use. Be ruthless. I have read those posts. They always feel like they were written by someone who has never stared at a tool they might need someday and felt the specific anxiety of throwing away a safety net they have never actually used but might need in the month three clients pay late at once.

I am not going to delete everything. I am going to close the spreadsheet. I am going to close the drafting app with the half-written email in it and write the email myself, in my own voice, which will be slightly too casual and will probably not lead with the deadline. I am going to leave the time tracker in my dock because deleting it would feel like a declaration I am not prepared to make. I am going to pick up the pen and draw Captain’s right ear, and I am going to try to notice whether the shape of his ear matches the shape of his left ear without checking a reference photo I already have saved in a folder I can find without opening an app.

The radiator clicks. The light at 3:47 has moved to the spot on my desk where the good paper would go if I had bought the good paper. Captain looks at me from the left side of the page with one finished ear and one empty space where the other ear will be. The spreadsheet says 60%. The drawing says something else. I am not sure which number to trust. I am not sure it matters. The ear needs to be drawn either way, and the tools that could help me draw it are not the ones that will.

I pick up the pen. I do not open anything.

Why I Left Instagram for Three Months and What Happened

I left Instagram for three months. Not as a cleanse, not as a productivity experiment, and definitely not because I had some grand revelation about screen time. I left because I was tired of feeling like a small business owner who also happened to draw, instead of an illustrator who occasionally had to think about business. The app had become a second job with worse pay and more fluorescent lighting. I wanted to know what would happen to my freelance illustration practice in Portland, Oregon, if I stopped feeding the algorithm for a quarter of a year. The answer was less dramatic than I expected, which is probably the most honest thing I can tell you.

This is not a guide to quitting social media. I am not a digital minimalism coach, and I have no interest in telling you to throw your phone into the Willamette River. What I can offer is a record of what happened when a working illustrator with an irregular income, a slow-living value system, and a deep ambivalence about self-promotion stepped away from the platform that supposedly keeps her business alive. The financial fear was real. The creative relief was also real. The two things sat next to each other for ninety days and refused to resolve into a tidy lesson.

The Setup: Why Instagram Felt Like a Second Job

Before I left, my relationship with Instagram had calcified into a specific kind of dread. I would finish a client project, feel genuinely proud of the work, and then immediately think, “Now I have to make this look good in a square.” The illustration itself was no longer the end of the process. The post was the end of the process. And the post required its own creative energy: the right crop, the right caption, the right time of day, the right hashtags that didn’t make me feel like I was shouting into a void. I was spending roughly six to eight hours a week on Instagram-related labor, and I was not being paid for any of it.

For freelance illustrators, Instagram occupies a strange position. It is simultaneously a portfolio, a networking event, a marketing department, and a place where you watch other people’s careers happen in real time. The comparison spiral is well documented, but the more insidious problem for me was the way the platform flattened my relationship to my own work. A drawing that took three weeks to complete would get forty-five seconds of attention, a handful of likes, and then disappear into the feed. The metric became the meaning. I knew this was happening, and I still couldn’t stop checking.

Portland’s slow-living ethos made the tension worse. I live in a city where people genuinely care about craft, about process, about taking the long way around. My neighborhood has a repair café and a tool library and at least three different community composting programs. I believe in those values. I want my illustration practice to reflect them. But Instagram is built for speed, for novelty, for the endless scroll. Every time I posted, I felt like I was betraying the very thing I was trying to build.

The Decision: Three Months, No Exceptions

I didn’t make a dramatic announcement. I didn’t post a farewell graphic or write a heartfelt caption about needing space. I just deleted the app from my phone on a Tuesday afternoon in February, after a client asked me to create “something that will really pop on the feed,” and I realized I had no idea what that meant anymore. The decision was less a strategy and more a surrender. I was tired of performing my own career.

The rules were simple: no Instagram app, no browser access, no checking analytics through third-party tools. I kept my account active because I wasn’t ready to burn the whole thing down, but I stopped posting, stopped scrolling, and stopped responding to DMs. I told my closest freelance friends what I was doing, mostly so they wouldn’t think I was dead or had quit illustration entirely. Then I waited to see what would break.

What broke first was my morning routine. For years, I had started every day with coffee and Instagram. The scroll was my transition from sleep to work, a way to ease into the day without actually having to think. Without it, I found myself staring at the kitchen wall for ten minutes, then wandering over to my drawing table and just… starting. It was disorienting. I had forgotten that I could begin a workday without first consuming forty-five minutes of other people’s content.

What Happened to My Income

Let me be direct about the money, because this is the part everyone asks about. My freelance income did not collapse. It also did not grow. In the three months I was off Instagram, I earned roughly the same amount as I had in the three months before, with one important difference: the work came from different places.

Before the break, about sixty percent of my new client inquiries came through Instagram DMs or through people who had found me on the platform. During the break, that number dropped to near zero. But the inquiries that did come in were better. They came from repeat clients, from referrals, from my portfolio website, and from a local arts organization that had seen my work in a gallery show the previous fall. These clients knew what they wanted, had realistic budgets, and didn’t ask me to “make it pop.” The volume was lower, but the quality was higher, and the projects were more aligned with the kind of work I actually want to do.

This is not a universal truth. I am one illustrator in one city with a specific client base and a decade of accumulated relationships. If I were earlier in my career, or if I relied more heavily on direct-to-consumer sales, the financial picture might have looked very different. I want to be careful not to present my experience as a prescription. What I can say is that the fear I felt about losing income was larger than the actual loss, and the loss itself was offset by a reduction in the unpaid labor of maintaining an active presence.

The Hidden Cost of the Feed

One thing I did not expect was how much money I was spending on Instagram-adjacent activities. I would see a post about a new brush set and buy it. I would see a reel about a productivity system and download the template. I would see an ad for a course on “building your illustration brand” and feel a pang of anxiety that I was falling behind. Over three months, I calculated that I had spent nearly four hundred dollars on tools, templates, and courses that I did not need and never used. Leaving Instagram didn’t just save me time; it saved me from my own aspirational shopping.

There is a whole economy built on the anxiety of freelancers, and Instagram is its primary distribution channel. The platform doesn’t just show you other people’s work; it shows you the gap between your work and their work, and then it sells you something to close that gap. Stepping away meant stepping out of that economy entirely. I stopped feeling like I was behind, because I stopped seeing the evidence of my own supposed inadequacy.

What Happened to My Creative Work

The most significant change was in my personal art practice. Before the break, I had been struggling to finish a series of gouache studies of Portland’s neighborhood gardens. I had started the series six months earlier, and I had exactly three finished pieces to show for it. Every time I sat down to work on the series, I would get distracted by the urge to check Instagram, and then I would spend an hour scrolling, and then I would feel too drained to paint.

During the three months off, I finished eleven pieces. Not because I suddenly became more disciplined, but because I had nowhere else to go. The urge to check my phone would arise, and there was nothing to check. The app was gone. So I would sit with the discomfort for a minute, and then I would pick up a brush. It turns out that boredom is a powerful creative tool, and I had been systematically eliminating it from my life for years.

The work itself changed too. Without the pressure to make something that would photograph well in a square format, I started making pieces that were larger, messier, and more textural. I used colors that don’t reproduce well on screens. I let edges stay rough. I made work that was meant to be seen in person, not scrolled past. It felt like reclaiming a part of my practice that I had quietly abandoned in the pursuit of engagement.

The Comparison Spiral, Interrupted

I also stopped comparing myself to other illustrators, which is a sentence that sounds obvious but was genuinely transformative. On Instagram, I was constantly aware of who was getting book deals, who was being featured in magazines, who was selling out their print shops. The awareness was not productive. It didn’t motivate me to work harder; it just made me feel small. Off Instagram, I had no idea what anyone else was doing, and it was a relief. I could focus on my own work without the background hum of other people’s success.

This is not to say that I stopped caring about my peers. I care deeply about the illustration community in Portland, and I want my friends to succeed. But there is a difference between genuine care and the algorithmic amplification of every success into a personal failure. Instagram collapses that difference. It makes everyone’s wins feel like your losses. Stepping away gave me the space to feel happy for other people without feeling bad about myself.

The Social Cost: What I Missed

I would be lying if I said the break was entirely positive. There were real losses. I missed a call for submissions from a local gallery because the announcement was only posted on Instagram. I missed a friend’s print sale and didn’t find out about it until it was over. I missed the casual daily interactions with other illustrators that made the platform feel like a community, even when it was also a source of stress.

The most painful loss was a potential collaboration with a small publisher who had reached out via DM. By the time I saw the message, three weeks had passed, and the project had been assigned to someone else. I don’t know if I would have gotten the job if I had responded immediately, but I do know that my absence from the platform closed a door that might have otherwise stayed open. That stung.

These losses were real, but they were also manageable. The gallery call for submissions was posted again the following month. The friend’s print sale was not a once-in-a-lifetime event. The publisher collaboration was a missed opportunity, but not a career-ending one. The question I kept asking myself was whether the benefits of being on Instagram were worth the costs, and the answer was no longer obvious.

The Return: What I Did When I Came Back

After three months, I reinstalled the app. I wish I could tell you that I returned with a clear plan and a healthy relationship to the platform, but the truth is messier. I came back because I had a new series of work to share, and I wanted people to see it. I also came back because I was curious. Had anyone noticed I was gone? Did my absence matter to anyone but me?

The answer was mostly no. My follower count had dropped by a small amount, but not enough to matter. A few people had sent messages asking if I was okay, which was touching. The algorithm had moved on, as algorithms do. My posts got slightly less engagement than before, which I expected. The platform had not missed me, and I had not missed it as much as I thought I would.

What changed was my relationship to the app. I no longer check it first thing in the morning. I no longer feel compelled to post every finished piece. I no longer measure the success of a project by how many likes it gets. I still use Instagram, but I use it more like a tool and less like a mirror. The difference is subtle, but it matters.

The New Rules I Didn’t Plan to Make

I didn’t set out to create rules for my return, but a few emerged anyway. I post once a week at most, usually less. I don’t check analytics. I don’t scroll the feed unless I’m looking for something specific. I respond to DMs within a few days, but I don’t treat them as urgent. I use the app for about twenty minutes a day, and then I put it down.

These rules are not about discipline. They are about recognizing that Instagram is a tool with a specific purpose, and that purpose is not to be my entire professional identity. I am an illustrator first. The platform is a way to show my work, not the work itself. That distinction sounds obvious, but it took three months away to actually feel it.

What I Would Tell Another Illustrator Considering a Break

If you are a freelance illustrator thinking about leaving Instagram, I would not tell you to do it. I would also not tell you not to do it. What I would tell you is to be honest about what you are afraid of. For me, the fear was financial. I was afraid that without Instagram, I would lose my income, my clients, my relevance. That fear was real, but it was also exaggerated. The platform had convinced me that it was the only thing standing between me and professional oblivion, and that was never true.

I would also tell you to prepare for the boredom. The first two weeks off Instagram are uncomfortable. You will reach for your phone dozens of times a day, and there will be nothing there. You will feel restless and disconnected. That feeling passes, but it takes longer than you expect. The boredom is not a bug; it is the point. It is the space where your own ideas start to surface.

Finally, I would tell you that the break does not have to be permanent. You can leave for a month, or three months, or a year, and then come back. The platform will still be there. Your account will still be there. The only thing that changes is your relationship to it, and that change is worth more than any number of followers.

Frequently Asked Questions

Did you lose clients when you left Instagram?

I lost some potential clients who reached out via DM and didn’t get a response, but my existing client relationships remained intact. The work that came in during the break was from referrals and repeat clients, and it was generally higher quality than the Instagram-driven inquiries I had been getting before. The financial impact was smaller than I feared.

How did you handle the fear of missing out on opportunities?

I didn’t handle it well at first. The first few weeks were full of anxiety about what I might be missing. But over time, I realized that the fear was worse than the reality. Most opportunities are not one-time-only events. They come around again, or they lead to something else. The fear of missing out is a feeling, not a fact.

Would you recommend a three-month Instagram break to other illustrators?

I would recommend a break of any length to anyone who feels like the platform is running their life. The specific duration matters less than the act of stepping away. Three months worked for me because it was long enough to break the habit and short enough to not feel like a permanent decision. But even a month would probably be enough to reset your relationship to the app.

What was the hardest part of the break?

The hardest part was the first two weeks, when I kept reaching for my phone out of habit. The second hardest part was the social isolation. I missed the casual interactions with other illustrators, the little comments and messages that made the platform feel like a community. That loss was real, and I don’t want to minimize it.

Did your art actually improve during the break?

I don’t know if the art itself improved, but my relationship to it did. I stopped making work for the feed and started making work for myself. That shift changed the kind of work I was making, and I think the work is better for it. But “better” is subjective. What I can say is that I finished more pieces and felt more connected to the process.

The Unresolved Observation

I don’t have a conclusion for this. I left Instagram for three months, and some things got better, and some things got worse, and now I’m back on the platform with a different relationship to it. The financial fear didn’t disappear; it just got quieter. The creative relief didn’t last; it just taught me what I was missing. The tension between commercial work and personal art is still there, and I don’t think it’s going away.

What I know is this: the platform is not my career. My career is the work I make, the clients I serve, and the relationships I build. Instagram is one tool among many, and it is not the most important one. That sounds like a lesson, but it’s not. It’s just an observation, and I’m still figuring out what to do with it.

Maybe that’s the point. Maybe the point is that there is no point, no tidy resolution, no before-and-after transformation. There is just a person trying to make a living as an illustrator in a city that values slow work, and a platform that values fast attention, and the ongoing negotiation between the two. I left for three months, and I came back, and I’m still here, still drawing, still figuring it out. That’s the whole story.

A person working at a desk with art supplies and a laptop, representing the freelance illustration practice

A workspace with a notebook, coffee, and a phone, representing the morning routine without social media

An artist's hands working on a painting, representing the return to personal art practice

The Problem With the Pressure to Have a Personal Brand

There’s a particular kind of exhaustion that comes from being told, usually by someone with a very clean website and a podcast microphone, that the reason your freelance illustration practice feels wobbly is that you haven’t committed hard enough to your personal brand. The phrase sits in my inbox next to words like visibility and consistency, and every time I read it I feel the same low-grade nausea I get when a client asks if I can make the logo “pop more.”

I’m an illustrator in Portland, Oregon. I pay my rent with a mix of editorial work, small business commissions, the occasional mural, and a slowly growing pile of prints that I sell at a few local markets. My income is irregular in the way that weather is irregular here: sometimes a gentle drizzle of small checks, sometimes a sudden downpour of a big project, sometimes a long dry stretch where I refresh my bank app like it’s a slot machine. In that context, the pressure to have a personal brand isn’t just an aesthetic preference. It’s financial anxiety wearing a blazer.

What I mean by personal brand is the expectation that a working artist should present a coherent, recognizable, marketable identity across every platform: a consistent visual style, a consistent voice, a consistent set of values, a consistent color palette, a consistent reason for existing. Adjacent concepts include artist identity, visual voice, niche positioning, audience building, and content strategy. The idea is that if you can just package yourself clearly enough, the right clients will find you, the right audience will follow you, and the financial uncertainty will soften into something manageable.

I understand why this idea is popular. It promises control in a profession that offers very little. But I’ve been trying to have a personal brand for years, and the main thing I’ve learned is that the pressure to have one is often in direct conflict with the slow, messy, unmarketable process of actually making work.

A person sketching in a notebook at a wooden desk with coffee nearby
Sketchbook work rarely looks like a brand. It looks like a Tuesday.

The Brand Is Supposed to Be Me, But I Keep Changing

The first problem is that a personal brand requires a stable self, and I don’t have one. Last spring I was making loose, gestural ink drawings of neighborhood cats. This winter I’m painting moody gouache studies of empty bus stops. In between, I went through a phase of digital collage that I now find embarrassing, and a phase of hand-lettered quotes that I find even more embarrassing. Each time I shifted, I felt a small pang of failure, as if I’d broken a promise I never actually made.

The branding advice says to pick a lane and stay in it. But the work itself keeps pulling me sideways. A client asks for something playful and flat, and I discover I like flat shapes. A personal project about seasonal affective disorder turns into a series of dark, textured landscapes. The brand, if I had one, would need to be elastic enough to hold all of this, and the more elastic it gets, the less it functions as a brand.

There’s a term I keep coming back to: slow-living values. I moved to Portland partly because I wanted a life that didn’t feel like a constant pitch. I wanted to walk to the grocery store, to take a full day off without guilt, to let a drawing sit unfinished for a week. The personal brand, as it’s usually taught, is the opposite of slow. It wants regular posts, regular updates, regular engagement. It wants me to treat my creative life like a small business with a marketing department, except the marketing department is also me, and it’s tired.

Commercial Work and Personal Work Are Not the Same Animal

There’s a tension I feel every time I open Instagram or update my portfolio. The work that pays my rent is often not the work I’d choose to show. A restaurant wants a cheerful mascot. A tech startup wants a friendly explainer graphic. A local nonprofit wants an infographic about composting. These projects are fine. Some of them are even fun. But they don’t add up to a coherent visual identity, and pretending they do feels like lying.

The personal work, the stuff I make at night or on rainy Sundays, is where the real voice lives. But that work is slower, stranger, and harder to explain. It doesn’t fit neatly into a portfolio grid. It doesn’t have a clear target audience. It isn’t optimized for anything. And yet it’s the reason I became an illustrator in the first place.

The branding pressure tells me to merge these two streams: to make my commercial work look more like my personal work, or to make my personal work more commercially viable. But the truth is that they serve different purposes. Commercial work is a service. Personal work is a question. Trying to turn a question into a service is how you end up with a brand that feels hollow and a sketchbook that feels like a focus group.

A messy artist's desk with paint tubes, brushes, and a half-finished illustration
The gap between what clients pay for and what the sketchbook wants is wider than most branding guides admit.

The Financial Fear Underneath the Branding Advice

I want to be honest about the fear. When a slow month hits, the first thing I do is not paint. The first thing I do is open my website and start rearranging sections. I rewrite my bio. I change my header image. I wonder if the reason the work has dried up is that my brand isn’t clear enough. This is a comforting story, because it suggests the problem is fixable with effort. The alternative story, that the market is unpredictable and my work isn’t always in demand, is harder to sit with.

The branding industry, if I can call it that, thrives on this fear. It sells the idea that visibility is the missing ingredient, that if you just post more, refine your niche, and show up consistently, the clients will come. There’s some truth to this. Visibility matters. Consistency matters. But the causal chain isn’t as clean as the advice suggests. I’ve had months where I posted nothing and landed three projects. I’ve had months where I posted every day and heard nothing but the sound of my own typing.

What the branding advice rarely acknowledges is that irregular income is a structural feature of freelance life, not a personal failing. The U.S. Bureau of Labor Statistics notes that many artists work part-time or hold multiple jobs, and that income can vary significantly from year to year. That’s not a branding problem. That’s a labor market problem. But it’s easier to sell a course on personal branding than it is to fix the labor market, so here we are.

What a Personal Brand Actually Costs

There’s a hidden cost to the personal brand project, and it isn’t just time. It’s attention. Every hour I spend curating my feed, writing captions, and worrying about whether my grid looks cohesive is an hour I’m not spending on the work itself. The brand becomes a second job, and it’s a job that pays in likes and follows rather than dollars.

I’ve tried the systems. I’ve made content calendars. I’ve batch-created posts. I’ve used scheduling tools. Each time, I lasted about three weeks before the whole thing collapsed under the weight of its own artificiality. The problem wasn’t the tools. The problem was that I was trying to perform a version of myself that didn’t exist, and the performance was exhausting.

There’s also a subtler cost: the way the brand shapes the work. When I know a piece will be posted online, I make different choices. I choose brighter colors. I choose simpler compositions. I choose subjects that will read well in a small thumbnail. The work becomes a product before it’s finished, and something essential gets lost in the translation.

The Portfolio Is Not the Person

One of the most useful reframes I’ve found is to treat the portfolio and the brand as two different things. The portfolio is a curated selection of work, organized to help a potential client understand what I can do. The brand is supposed to be the person behind the portfolio. But the person behind the portfolio is tired, inconsistent, and occasionally obsessed with drawing moths. That person doesn’t fit in a grid.

I’ve started to wonder if the pressure to have a personal brand is really a pressure to be legible. To be legible is to be easily understood, easily categorized, easily hired. But legibility has a cost. The more legible I become, the less room there is for the strange, slow, unmarketable work that keeps me interested in this profession.

A person looking out a rainy window with a cup of tea, soft gray light
Some months, the most honest brand statement is just: still here, still drawing, still unsure.

The Slow-Living Alternative

I don’t have a solution. I have a set of small practices that help me live with the tension. I keep a sketchbook that isn’t for public consumption. I take walks without listening to podcasts about marketing. I let my website be a little out of date. I say no to projects that would require me to pretend to be someone I’m not.

These practices don’t pay the rent. But they preserve something that the branding pressure would otherwise erode: the sense that my creative life is mine, not a content pipeline. The slow-living values I moved here for aren’t compatible with a high-output personal brand, and I’m learning to be okay with that incompatibility.

There’s a difference between being known and being branded. Being known happens over time, through work, through relationships, through showing up in person at markets and galleries and community events. Being branded happens through strategy, through repetition, through the careful management of perception. I’m more interested in the first thing, even if it’s slower and harder to measure.

What I’m Trying Instead

Lately I’ve been experimenting with a different approach. Instead of a personal brand, I’m trying to maintain a personal practice. The practice includes the commercial work, the personal work, the sketchbooks, the walks, the reading, the conversations with other artists. It isn’t a coherent identity. It’s a set of habits and commitments that shift over time.

When a client asks about my style, I show them a small selection of recent work and let them decide. When someone asks about my brand, I tell them I don’t have one, and I watch their face to see if that answer is acceptable. Sometimes it is. Sometimes it isn’t. The clients who need a brand will find someone who has one. The clients who need a person will find me.

This isn’t a strategy. It’s a way of living with the uncertainty. And it leaves room for the work to change, which is the only thing the work has ever reliably done.

Frequently Asked Questions

Do I need a personal brand to get freelance illustration work?

Not necessarily. A clear portfolio and a reliable professional reputation matter more than a polished personal brand. Many working illustrators get repeat clients through word of mouth, direct outreach, and consistent delivery rather than through a highly curated online presence. A personal brand can help with visibility, but it isn’t a prerequisite for paid work.

How do I balance commercial work and personal art without losing my voice?

One practical approach is to keep them separate on purpose. Use the portfolio for commercial work that shows range and reliability. Keep a sketchbook or a private body of work for the stranger, slower ideas. Over time, the two may influence each other, but forcing them to merge often leads to work that feels compromised in both directions.

What if my style keeps changing? Is that a problem?

A changing style is common, especially for illustrators who work across different media and subject matter. It can make branding harder, but it also keeps the work alive. Instead of trying to freeze a style, focus on recurring interests, themes, or ways of seeing. Those deeper patterns are often more durable than a single visual style.

How do I handle slow months without panicking about my brand?

Slow months are a normal part of freelance life. When they hit, it helps to have a few non-branding activities that keep the practice moving: updating the portfolio, reaching out to past clients, making personal work, or simply resting. The urge to rebrand during a slow month is often a way of avoiding the harder truth that the market is simply quiet right now.

An Unresolved Observation

I still don’t know if the personal brand is a useful tool or a subtle form of self-erasure. I know that the pressure to have one has cost me sleep, studio time, and a certain amount of joy. I know that the artists I admire most don’t seem to have brands so much as they have bodies of work, built slowly, with visible seams and contradictions. I know that the next time someone tells me to “define my brand,” I’ll probably nod, go home, and draw a moth. Not because it’s strategic. Because it’s what I wanted to do anyway.