overlaylink

Doodling with Dostoevsky

Taylor Rebhan
June 11, 2024 | 8 min read

Fyodor Mikhailovich Dostoevsky. World-renowned author. Master of the psychological novel. Troubled gambler. Political prisoner. Prolific … doodler?

Open the notebooks of one of the world’s most cherished and revered authors and you’ll find words, of course. Many of his notebook pages are filled with tiny, cursive Cyrillic sentences arranged on the page in a way that could have only made sense to the author himself (relatable). The writing winds up and down, is divided into not-so-neat bubbles and columns, and follows the wandering paths of his mind.

But tucked in between the paragraphs of notes, brick-and-mortared by calligraphy and penmanship practice, there are hundreds upon hundreds of doodles.

They’re peppered throughout the author’s manuscripts, from his earliest works to his masterpieces to his personal diaries. Throughout his writing career, Dostoevsky penned, penciled, and sketched away. He was so prolific, his drawings have spawned entire museum exhibits and books of scholarship.

Those of us who remember drawing the famous “Cool S” on our math homework (or, for the delinquents out there, on our desks) can relate. But Dostoevsky’s doodles are more than just random scribbles and graffiti. They aren’t crude. In fact, they’re far from it. Architecture is proportionally rendered. Faces are expressive, not flat. His characters often look like they’re caught in the middle of overwhelming emotion. Just as in his writing, Dostoevsky has his own unique style.

So, what can this master writer’s doodles in the margin teach us about first drafts?

Look no further than his perhaps most widely read work: Crime and Punishment.

The early manuscripts hew closely to the final product. In fact, there are entire paragraphs and sequences that are largely unchanged from first to last draft.

But one major change shaped the structure and effect of the novel drastically.

And we can understand it by looking in an unlikely place: The doodles in the margins.

 

Lesson One: Change Your Point of View

Crime and Punishment was published in a magazine in several parts over the course of a year — a serial novelization. Although its publication happened in stages, Dostoevsky had the kernel of the story in his mind for years.

The novel centers on a twenty-something ex-student in 19th Century Russia, Rodion Raskolnikov. Highly intelligent and miserably impoverished, Raskolnikov misguidedly believes that he can justify a crime if his motives serve a higher good — namely, raising himself out of destitution so that he can do great, moral things. Having hatched his plan and rationalized it to himself, he works up the nerve to murder and rob an old woman — a pawnbroker — setting the events of the novel into motion.

What begins as the “perfect” amoral crime in both mind and method soon devolves into a nightmare marked by physical and mental illness, police pursuit, near-constant paranoia, spiritual soul searching, the near-dissolution of his family, and ultimately the spiritual and psychological punishment Raskolnikov believed he would be immune to.

That’s the novel in a nutshell, and it’s what Dostoevsky always intended it to be. If you’ve heard of stories “revealing themselves” to authors and surprising them as they write, that’s not the case here. He saw the arc, and simply needed to put it down.

Only, it wasn’t that simple. Getting from A to B troubled Dostoevsky to the point where he wrote in a letter to a friend that he burned an early draft in his fireplace.

But there was a solution to his struggle. It was just hiding in the margins.

Dostoevsky was telling the story in his drawings long before he figured out how to do it in writing.

The Crime and Punishment drafts are rife with doodles. A few feature Raskolnikov, others more minor characters.Church towers and town squares loom above. There’s even a self-portrait of Dostoevsky himself.

Each portrait wears an unforgettable expression.

Pensive and reflective.

Eyes screwed shut in pain.

Brows furrowed in anger.

Even a fewsmug faces appear — no doubt of Luzhin and several of the other contrasting characters in the novel.

But it’s the portraits of Raskolnikov that are the key to unlocking the major change from first draft to finished product.

Dostoevsky originally wrote Crime and Punishmentin the first-person point of view, as a confessional of sorts, beginning only after Raskolnikov has murdered the pawnbroker. A memoir, a diary, a confession — a mix of both. But it just wasn’t working.

And the doodles show why.

The drawings of minor characters could theoretically be from Raskolnikov’s point of view. Dostoevsky is simply sketching what our protagonist sees.

But the anguished young Raskolnikov couldn’t see himself the way Dostoevsky sketched him. Only someone else could. 

Therein lies the breakthrough: To truly demonstrate his deeply wounded psychological state, Raskolnikov had to be seen through the eyes of others. Not just his own.

So Dostoevsky shifted to the third-person narrator — but with an innovative twist. He still narrated Raskolnikov’s inner thoughts with the first-person. We still get to experience his paranoia, guilt, and struggle first-hand.

But now, when the point of view steps back, Raskolnikov is also humanized. Instead of simply experiencing him through the most dramatic—and traumatic—event in his life, we see him in three dimensions. We see his deep relationships, his loyalty, and even his humor through the people around him.

Take this moment in Chapter VI, when we see him through the eyes of his closest friend, Dmitri Razoumikhin. Razoumikhin squabbles with a delirious and obviously disturbed Raskolnikov over his plans. Raskolnikov leaves abruptly and heads off on his own.

In a brief but beautifully evocative moment allowed by the third-person narrative, we stay with Razoumikhin instead of following Raskolnikov:

Raskolnikov walked on and turned the corner into Sadovy Street. Razumihin looked after him thoughtfully. Then with a wave of his hand he went into the house but stopped short of the stairs.
“Confound it,” he went on almost aloud. “He talked sensibly but yet... I am a fool! As if madmen didn’t talk sensibly!...” He struck his finger on his forehead. “What if... how could I let him go off alone? He may drown himself.... Ach, what a blunder! I can’t.” And he ran back to overtake Raskolnikov, but there was no trace of him.

By staying with Razoumikhim, we get to feel his compassion and genuine affection for his friend. We see Raskolnikov through his eyes. Instead of a madman and murderer, we see a troubled and helpless friend who ought not to be left alone.

Without the third-person narrative, we would never have been able to feel Razoumikhim’s love manifest as frustration and worry. We would only have Raskolnikov’s unreliable confessional.

A reader can relate to Raskolnikov’s struggles infinitely more when he is complex, and Dostoevsky makes him wonderfully and humanly complicated through those around him. In Chapter III, we experience this moment of his loved ones:

When he had said this, he suddenly held out his hand to his sister, smiling without a word. But in this smile there was a flash of real unfeigned feeling. Dounia caught it at once, and warmly pressed his hand, overjoyed and thankful. It was the first time he had addressed her since their dispute the previous day. The mother’s face lighted up with ecstatic happiness at the sight of this conclusive unspoken reconciliation. “Yes, that is what I love him for,” Razumihin, exaggerating it all, muttered to himself, with a vigorous turn in his chair. “He has these movements.”

And suddenly, we’re hoping Raskolnikov gets away with it. That the old woman really deserved it, after all. We sympathize with his wild philosophy, the one that led him to commit not one, but two brutal murders.

With this masterful stroke of characterization in the third-person narrative, Dostoevsky moves the tension from within the novel into our own hearts and minds.

 

Lesson Two: From Idea to Story

Dostoevsky is famous for writing philosophical novels — that is, stories that explore ideas about how best to live. Crime and Punishment is no different. He explicitly stated that he set out to explore the dangers of a fashionable philosophy of the time, which he called “Radicalism.” It was a post-modern, post-meaning, post-religious movement catching on in the literary and intellectual spheres in 19th Century Russia. In it, there was no fixed truth — all experiences in life were subjective, morally and ethically and otherwise.

In Crime and Punishment, Dostoevsky sought to portray what might happen when a man took these ideas to their logical conclusion.

For some writers, their story is creatively sparked by an event. For others, it’s a character. For still others, it’s a place.

For Dostoevsky, it was an idea.

He wrote to prove, disprove, theorize, philosophize, and argue — often against himself. The inner struggle within a work is one of his hallmarks.

But an idea in and of itself isn’t a story. When the first iterations of his narrative weren’t working, perhaps it was also because it wasn’t a story yet — it was still just an exploration.

A police confession? A memoir? The diary entry of a guilty man? These are clinical, scientific almost. A hypothesis, a test, and a conclusion do not a story make. One can almost see how Raskolnikov the person had not yet appeared, and only Raskolnikov the strawman existed in early drafts. And Dostoevsky has never been known for writing strawmen.

So when Dostoevsky shifted the perspective from the first-person confessional to the third-person, we step out of pure intellectualism and into empathy.

We really see Raskolnikov, for the first time. Not just his philosophy, but his life and his character. He was on the page all along — in the anguished and pensive doodles.

Once the perspective shifts, Raskolnikov isn’t just a vehicle for an idea. He’s a human being, a man torn in two.

This is when the idea became the story we know and love.

So the next time we sit down to write, we can take a page from Dostoevsky’s book. For an idea to be a story, it needs empathy.

 

Lesson Three: Wander, Fixed to the Page

It’s obvious from Dostoevsky’s doodles that the writer, while writing, wasn’t always … well, writing. And yet these manuscripts led to some of our most cherished novels. How is that?

It’s simple. 

He was fixed to the page.

The Writer Ann Lamott calls it putting your butt in the chair (let’s see the Russian translation of that). Dostoevsky followed this rule. When his writing pen stopped, his sketching pen started. But he never left the page — a sign that if writing is thinking, so is doodling.

In fact, that idea is scientifically proven.One study found that doodling improves recall by 29%. Another found that it helps relievepsychological stress. Dostoevsky was plagued by a nervous condition throughout his life. Margins in his manuscripts also contained small calculations and ledgers to keep track of his financial troubles. Perhaps the doodling calmed and soothed his restless mind, helping him back to his work when he was ready.

Doodling has also been attached tothe unconscious. What are we really thinking of when we sketch a tree? How about the architecture of a chapel, like the beauties found in the margins of Crime and Punishment drafts? With its undercurrent of repentance and spiritual resurrection, it’s not hard to see what was on the author’s mind as he penned the story … and his sketches. 

Like a mountain climber, Dostoevsky secured himself to one point — the page — and then began his wandering ascent. He had plenty of switchbacks. He even rested. But notice that he didn’t leave the page. It was him, the rope, and the cliff face of the page.

In the war against distraction, Dostoevsky doodled. He banished his distractions, doubts, and blocks one sweep of the pencil at a time. And then he returned to the next line. And the next line. And the next after that.

So the next time you sit down to write, bring a pad of paper and a pencil. Or maybe a Post-It and a pen. 

Not for writing.

But for doodling.

Rendering what the mind’s eye sees — or perhaps, what it can’t see yet.

It might just change your point of view.

December 10, 2025 6 min read

Singer-songwriter Abner James finds his creativity in the quiet freedom of analog tools. Learn how his creative process transcends different media.

Abner James went to school for film directing. But the success of the band he and his brother formed together, Eighty Ninety, knocked him onto a different trajectory.

The band has accrued more than 40 million streams since the release of their debut EP “Elizabeth," and their work was even co-signed by Taylor Swift when the singer added Eighty Ninety to her playlist "Songs Taylor Loves.”

Now, Abner is returning to long-form writing in addition to songwriting, and with a change in media comes an examination of the creative process. We sat down to chat about what's the same — and what's different. 

ANNIE COSBY: Tell us about your songwriting process.

ABNER JAMES: The way I tend to write my songs is hunched over a guitar and just seeing what comes. Sounds become words become shapes. It's a very physical process that is really about turning my brain off.

And one of the things that occurred to me when I was traveling, actually, was that I would love to be able to do that but from a writing perspective. What would happen if I sat down and approached writing in the same way that I approached music? In a more intuitive and free-form kind of way? What would that dig up?

AC: That's basically the ethos of Freewrite.

AJ: Yes. We had just put out a record, and I was thinking about how to get into writing for the next one. It occurred to me that regardless of how I started, I always finished on a screen. And I wondered: what's the acoustic guitar version of writing?

Where there's not blue light hitting me in the face. Even if I'm using my Notes app, it's the same thing. It really gets me into a different mindset.

 "I wondered: what's the acoustic guitar version of writing?"

I grew up playing piano. That was my first instrument. And I found an old typewriter at a thrift store, and I love it. It actually reminded me a lot of playing piano, the kind of physical, the feeling of it. And it was really fun, but pretty impractical, especially because I travel a fair amount.

And so I wondered, is there such a thing as a digital typewriter? And I googled it, and I found Freewrite.

AC: What about Freewrite helps you write?

AJ:I think, pragmatically, just the E Ink screen is a huge deal, because it doesn't exhaust me in the same way. And the idea of having a tool specifically set aside for the process is appealing in an aesthetic way but also a mental-emotional way. When it comes out, it's kind of like ... It's like having an office you work out of. It's just for that.

"The way I tend to write my songs is hunched over a guitar and just seeing what comes. Sounds become words become shapes. It's a very physical process that is really about turning my brain off."

And all of the pragmatic limitations — like you're not getting texts on it, and you're not doing all that stuff on the internet — that's really helpful, too. But just having the mindset....

When I pick up a guitar, or I sit down at the piano, it very much puts me into that space. Having a tool just for words does the same thing. I find that to be really cool and inspiring.

"When I pick up a guitar, or I sit down at the piano, it very much puts me into that space. Having a tool just for words does the same thing."

AC: So mentally it gets you ready for writing.

AJ: Yeah, and also, when you write a Microsoft Word, it looks so finished that it's hard to keep going. If every time I strummed a chord, I was hearing it back, mixed and mastered and produced...?

It's hard to stay in that space when I'm seeing it fully written out and formatted in, like, Times New Roman, looking all seriously back at me.

AC: I get that. I have terrible instincts to edit stuff over and over again and never finish a story.

AJ:  Also, the way you just open it and it's ready to go. So you don't have the stages of the computer turning on, that kind of puts this pressure, this tension on.

It's working at the edges in all these different ways that on their own could feel a little bit like it's not really necessary. All these amorphous things where you could look at it and be like, well, I don't really need any of those. But they add up to a critical mass that actually is significant.

And sometimes, if I want to bring it on a plane, I've found it's replaced reading for me. Rather than pick up a book or bring a book on the plane, I bring Traveler and just kind of hang out in that space and see if anything comes up.

I've found that it's kind of like writing songs on a different instrument, you get different styles of music that you wouldn't have otherwise. I've found that writing from words towards music, I get different kinds of songs than I have in the past, which has been interesting.

In that way, like sitting at a piano, you just write differently than you do on a guitar, or even a bass, because of the things those instruments tend to encourage or that they can do.

It feels almost like a little synthesizer, a different kind of instrument that has unlocked a different kind of approach for me.

"I've found that it's kind of like writing songs on a different instrument, you get different styles of music that you wouldn't have otherwise... [Traveler] feels almost like a little synthesizer, a different kind of instrument that has unlocked a different kind of approach for me."

AC: As someone who doesn't know the first thing about writing music, that's fascinating. It's all magic to me.

AJ: Yeah.

AC: What else are you interested in writing?

AJ: I went to school for film directing. That was kind of what I thought I was going to do. And then my brother and I started the band and that kind of happened first and knocked me onto a different track for a little while after college.

Growing up, though, writing was my way into everything. In directing, I wanted to be in control of the thing that I wrote. And in music, it was the same — the songwriting really feels like it came from that same place. And then the idea of writing longer form, like fiction, almost feels just like the next step from song to EP to album to novel.

For whatever reason, that started feeling like a challenge that would be deeply related to the kinds of work that we do in the studio.

AC: Do you have any advice for aspiring songwriters?

AJ: This sounds like a cliche, but it's totally true: whatever success that I've had as a songwriter — judge that for yourself — but whatever success I have had, has been directly proportional to just writing the song that I wanted to hear.

What I mean by that is, even if you're being coldly, cynically, late-stage capitalist about it, it's by far the most success I've had. The good news is that you don't have to choose. And in fact, when you start making those little compromises, or even begin to inch in that direction, it just doesn't work. So you can forget about it.

Just make music you want to hear. And that will be the music that resonates with most people.

I think there's a temptation to have an imaginary focus group in your head of like 500 people. But the problem is all those people are fake. They're not real. None of those people are actually real people. You're a focus group of one, you're one real person. There are more real people in that focus group than in the imaginary one.

And I just don't think that we're that different, in the end. So that would be my advice.

AC: That seems like generally great creative advice. Because fiction writers talk about that too, right? Do you write to market or do you write the book you want to read. Same thing. And that imaginary focus group has been debilitating for me. I have to silence that focus group before I can write.

AJ: Absolutely.

"I think there's a temptation to have an imaginary focus group in your head of like 500 people. But the problem is all those people are fake... You're a focus group of one, you're one real person. There are more real people in that focus group than in the imaginary one."

--

Learn more about Abner James, his brother, and their band, Eighty Ninety, on Instagram.

November 29, 2025 4 min read

The Great Freewrite Séance: A Ghost'ly Charity Auction Full Terms & Conditions

These Terms and Conditions (“Terms”) govern participation in The Great Freewrite Séance: A Ghost'ly Charity Auction (“Auction”), organized by Freewrite (“Organizer,” “we,” “us,” or “our”). By registering for, bidding in, or otherwise participating in the Auction, you (“Participant,” “Bidder,” or “Winner”) agree to be bound by these Terms.

1. Auction Overview

1.1. The Auction offers for sale a limited number of Freewrite Traveler Ghost Edition units (“Items” or “Ghost Traveler units”), each personally signed and drawn on by a featured author.

1.2. All proceeds, net of explicitly disclosed administrative costs, will be donated to the charity or charitable initiative (“Charity”) identified on each auction item’s page, as chosen by the respective author.

2. Eligibility

2.1. Participants must be at least 18 years old or the age of majority in their jurisdiction, whichever is higher.

2.2. Employees of Freewrite, the participating authors, or any affiliates directly involved in the Auction are not eligible to bid.

2.3. By participating, you represent that you are legally permitted to take part in online auctions and to pay for any bids you win.

3. Auction Registration

3.1. Participants must create an account on the auction platform or otherwise register using accurate, current, and complete information.

3.2. Freewrite reserves the right to verify identity and to disqualify any Participant who provides false or misleading information.

4. Bidding Rules

4.1. All bids are binding, final, and non-retractable.

4.2. Bidders are responsible for monitoring their bids; Freewrite is not liable for missed notifications or technical issues on the auction platform or the Participant’s device.

4.3. Freewrite reserves the right to:

  • set minimum bids or bid increments;
  • reject bids deemed in bad faith or intended to disrupt the Auction;
  • extend, pause, or cancel the Auction in case of technical difficulties, fraud, or events beyond reasonable control.

5. Winning Bids and Payment

5.1. The highest valid bid at the close of the Auction is the Winning Bid, and the corresponding Participant becomes the Winner.

5.2. Winners will receive payment instructions and must complete payment within 48 hours of the auction’s close unless otherwise stated.

5.3. Failure to complete payment on time may result in forfeiture, and Freewrite may offer the Item to the next highest bidder.

5.4. Accepted payment methods will be listed on the Auction platform. All payments must be made in the currency specified.

6. Item Description and Condition

6.1. Each Ghost Traveler unit is authentic, and the signatures, doodles, and messages are original works created by the participating author. These are authors, not artists. By bidding on the Item, you acknowledge that you are receiving a one-of-a-kind unit marked with unique art and messages and you agree to these terms and conditions.

6.2. Because Items are customized and signed by hand, variations, imperfections, or unique marks are to be expected. These are considered part of the Item’s character and not defects.

6.3. Items are provided “as-is” and “as-available.” Freewrite makes no warranties of merchantability or fitness for a particular purpose.

7. Shipping & Delivery

7.1. Shipping costs, import duties, and taxes may apply unless explicitly stated otherwise.

7.2. Freewrite will make reasonable efforts to ship Items within the estimated timeline but cannot guarantee delivery dates.

7.3. Title and risk of loss transfer to the Winner upon delivery to the carrier.

7.4. Freewrite is not responsible for delays, damage, or loss caused by the courier or customs agencies.

8. Charity Donation

8.1. Net proceeds from the Auction will be donated to the Charity designated on each Item page.

8.2. Donation amounts and recipients may be disclosed publicly unless prohibited by law.

8.3. Winners acknowledge that they are purchasing Items, not making a tax-deductible donation to Freewrite; therefore, Winners will not receive charitable tax receipts unless Freewrite explicitly states otherwise in compliance with applicable laws.

9. Intellectual Property

9.1. All trademarks, brand names, product names, and creative materials associated with Freewrite and the Ghost Traveler remain the exclusive property of Freewrite or their respective rights holders.

9.2. Participants may not reproduce, distribute, or publicly display the authors’ doodles without permission where such rights are applicable, except as allowed by law (e.g., resale of the physical Item).

10. Privacy

10.1. By participating, you consent to Freewrite’s collection, use, and storage of your personal data in accordance with our Privacy Policy.

10.2. Freewrite may publicly announce auction results, including Winner’s first name, last initial, city, state/country, and winning bid amount unless prohibited by law or unless you formally request anonymity when possible.

11. Prohibited Conduct

Participants may not:

  • engage in bid manipulation, fraud, or collusive bidding;
  • use automated systems (bots, scripts, scrapers) to place or monitor bids;
  • interfere with the Auction, platform, or other participants

Freewrite may ban or disqualify any Participant violating these rules.

12. Limitation of Liability

To the fullest extent permitted by law:

12.1. Freewrite is not liable for indirect, incidental, special, or consequential damages arising from the Auction or purchase of Items.

12.2. Freewrite’s total liability in connection with these Terms shall not exceed the amount of the Winning Bid actually paid by the Participant.

12.3. Freewrite is not responsible for technical malfunctions, internet outages, system failures, or other issues beyond its control.

13. Cancellation and Force Majeure

Freewrite may cancel, postpone, or modify the Auction due to unforeseen circumstances, including but not limited to natural disasters, system failures, strikes, or events affecting participating authors or the Charity.

14. Governing Law & Dispute Resolution

14.1. These Terms are governed by the laws of Michigan, without regard to conflict-of-law rules.

14.2. Any disputes arising under these Terms will be resolved through binding arbitration or the courts of the specified jurisdiction, as applicable.

14.3. Participants waive any right to participate in class-action lawsuits relating to the Auction.

15. Amendments

Freewrite may update these Terms at any time. Continued participation in the Auction after updates constitutes acceptance of the revised Terms.

16. Contact Information

For questions or concerns regarding the Auction or these Terms, contact: hello@getfreewrite.com.

November 25, 2025 1 min read

This is a great gratitude writing exercise to be done alone or in a group, with people of any age.

How to Play

    1. Designate someone to read out each prompt below. (Feel free to add your own prompts.)
    2. After each prompt is read, set a timer for one minute. (With younger kids, this can be shortened. For older folks who want to freewrite meaningfully, more time can be added.)
    3. Each person freewrites by finishing the sentence and elaborating until the timer goes off. (For little kids, this can be done verbally with an adult recording their answers. Hilarity will ensue.)
    4. Remeber that freewriting — allowing yourself to write with abandon — enables you to let go, tapping into your subconscious to explore your thoughts more deeply.
    5. When everyone is done with all the prompts, take turns going through some your answers. Some people may be eager to share. Others may not want to. Respect their decision.

The Prompts

  • I'm grateful for... [After you've finished this prompt, repeat it five times. Challenge yourself and others not to repeat a singe word with each new answer.]
  • The silliest thing I'm grateful for is...
  • The littlest thing I'm grateful for is...
  • The biggest thing I'm grateful for is...
  • The grossest thing I'm grateful for is...
  • One thing I love about myself is...
  • My favorite thing that happened this year was...
  • My hope for next year is...

This writing exercise has resulted in some sweet answers — and many hilarious ones, too. If you try it out, do let us know.

Write on.