Deep Work – Deep Work Philosophy

If you’ve heard about Deep Work you may want to try and apply it to your life, but may not know how. The author gives different Deep Work philosophies that you can choose from depending on your life circumstances:

You need your own philosophy for integrating deep work into your professional life. (As argued in this rule’s introduction, attempting to schedule deep work in an ad hoc fashion is not an effective way to manage your limited willpower.) But this example highlights a general warning about this selection: You must be careful to choose a philosophy that fits your specific circumstances, as a mismatch here can derail your deep work habit before it has a chance to solidify. This strategy will help you avoid this fate by presenting four different depth philosophies that I’ve seen work exceptionally well in practice. The goal is to convince you that there are many different ways to integrate deep work into your schedule, and it’s therefore worth taking the time to find an approach that makes sense for you.

• The Monastic Philosophy of Deep Work Scheduling
• The Bimodal Philosophy of Deep Work Scheduling
• The Rhythmic Philosophy of Deep Work Scheduling
• The Journalistic Philosophy of Deep Work Scheduling

The Monastic Philosophy of Deep Work Scheduling

Let’s return to Donald Knuth. He’s famous for many innovations in computer science, including, notably, the development of a rigorous approach to analyzing algorithm performance. Among his peers, however, Knuth also maintains an aura of infamy for his approach to electronic communication. If you visit Knuth’s website at Stanford with the intention of finding his e-mail address, you’ll instead discover the following note:

I have been a happy man ever since January 1, 1990, when I no longer had an email address. I’d used email since about 1975, and it seems to me that 15 years of email is plenty for one lifetime. Email is a wonderful thing for people whose role in life is to be on top of things. But not for me; my role is to be on the bottom of things. What I do takes long hours of studying and uninterruptible concentration.

Knuth goes on to acknowledge that he doesn’t intend to cut himself off completely from the world. He notes that writing his books requires communication with thousands of people and that he wants to be responsive to questions and comments. His solution? He provides an address—a postal mailing address. He says that his administrative assistant will sort through any letters arriving at that address and put aside those that she thinks are relevant. Anything that’s truly urgent she’ll bring to Knuth promptly, and everything else he’ll handle in a big batch, once every three months or so.

Knuth deploys what I call the monastic philosophy of deep work scheduling. This philosophy attempts to maximize deep efforts by eliminating or radically minimizing shallow obligations. Practitioners of the monastic philosophy tend to have a well-defined and highly valued professional goal that they’re pursuing, and the bulk of their professional success comes from doing this one thing exceptionally well. It’s this clarity that helps them eliminate the thicket of shallow concerns that tend to trip up those whose value proposition in the working world is more varied

The Bimodal Philosophy of Deep Work Scheduling

This book opened with a story about the revolutionary psychologist and thinker Carl Jung. In the 1920s, at the same time that Jung was attempting to break away from the strictures of his mentor, Sigmund Freud, he began regular retreats to a rustic stone house he built in the woods outside the small town of Bollingen. When there, Jung would lock himself every morning into a minimally appointed room to write without interruption. He would then meditate and walk in the woods to clarify his thinking in preparation for the next day’s writing. These efforts, I argued, were aimed at increasing the intensity of Jung’s deep work to a level that would allow him to succeed in intellectual combat with Freud and his many supporters. 

In recalling this story I want to emphasize something important: Jung did not deploy a monastic approach to deep work. Donald Knuth and Neal Stephenson, our examples from earlier, attempted to completely eliminate distraction and shallowness from their professional lives. Jung, by contrast, sought this elimination only during the periods he spent at his retreat. The rest of Jung’s time was spent in Zurich, where his life was anything but monastic: He ran a busy clinical practice that often had him seeing patients until late at night; he was an active participant in the Zurich coffeehouse culture; and he gave and attended many lectures in the city’s respected universities. (Einstein received his doctorate from one university in Zurich and later taught at another; he also, interestingly enough, knew Jung, and the two shared several dinners to discuss the key ideas of Einstein’s special relativity.) Jung’s life in Zurich, in other words, is similar in many ways to the modern archetype of the hyperconnected digital-age knowledge worker: Replace “Zurich” with “San Francisco” and “letter” with “tweet” and we could be discussing some hotshot tech CEO.

Jung’s approach is what I call the bimodal philosophy of deep work. This philosophy asks that you divide your time, dedicating some clearly defined stretches to deep pursuits and leaving the rest open to everything else. During the deep time, the bimodal worker will act monastically—seeking intense and uninterrupted concentration. During the shallow time, such focus is not prioritized. This division of time between deep and open can happen on multiple scales. For example, on the scale of a week, you might dedicate a four-day weekend to depth and the rest to open time. Similarly, on the scale of a year, you might dedicate one season to contain most of your deep stretches (as many academics do over the summer or while on sabbatical).

The bimodal philosophy believes that deep work can produce extreme productivity, but only if the subject dedicates enough time to such endeavors to reach maximum cognitive intensity—the state in which real breakthroughs occur. This is why the minimum unit of time for deep work in this philosophy tends to be at least one full day. To put aside a few hours in the morning, for example, is too short to count as a deep work stretch for an adherent of this app

The Rhythmic Philosophy of Deep Work Scheduling

In the early days of the Seinfeld show, Jerry Seinfeld remained a working comic with a busy tour schedule. It was during this period that a writer and comic named Brad Isaac, who was working open mic nights at the time, ran into Seinfeld at a club waiting to go on stage. As Isaac later explained in a now classic Lifehacker article: “I saw my chance. I had to ask Seinfeld if he had any tips for a young comic. What he told me was something that would benefit me for a lifetime.”

Seinfeld began his advice to Isaac with some common sense, noting “the way to be a better comic was to create better jokes,” and then explaining that the way to create better jokes was to write every day. Seinfeld continued by describing a specific technique he used to help maintain this discipline. He keeps a calendar on his wall. Every day that he writes jokes he crosses out the date on the calendar with a big red X. “After a few days you’ll have a chain,” Seinfeld said. “Just keep at it and the chain will grow longer every day. You’ll like seeing that chain, especially when you get a few weeks under your belt. Your only job next is to not break the chain.”

This chain method (as some now call it) soon became a hit among writers and fitness enthusiasts—communities that thrive on the ability to do hard things consistently. For our purposes, it provides a specific example of a general approach to integrating depth into your life: the rhythmic philosophy. This philosophy argues that the easiest way to consistently start deep work sessions is to transform them into a simple regular habit. The goal, in other words, is to generate a rhythm for this work that removes the need for you to invest energy in deciding if and when you’re going to go deep. The chain method is a good example of the rhythmic philosophy of deep work scheduling because it combines a simple scheduling heuristic (do the work every day), with an easy way to remind yourself to do the work: the big red Xs on the calendar.

Consider the example of Brian Chappell, the busy doctoral candidate I introduced in the opening to this strategy. Chappell adopted the rhythmic philosophy of deep work scheduling out of necessity. Around the time that he was ramping up his dissertation writing he was offered a full-time job at a center on the campus where he was a student. Professionally, this was a good opportunity and Chappell was happy to accept it. But academically, a full-time job, especially when coupled with the recent arrival of Chappell’s first child, made it difficult to find the depth needed to write thesis chapters.

Chappell began by attempting a vague commitment to deep work. He made a rule that deep work needed to happen in ninety-minute chunks (recognizing correctly that it takes time to ease into a state of concentration) and he decided he would try to schedule these chunks in an ad hoc manner whenever appropriate openings in his schedule arose. Not surprisingly, this strategy didn’t yield much productivity. In a dissertation boot camp Chappell had attended the year before, he’d managed to produce a full thesis chapter in a single week of rigorous deep work. After he accepted his full-time job, he managed to produce only a single additional chapter in the entire first year he was working.

It was the glacial writing progress during this year that drove Chappell to embrace the rhythmic method. He made a rule that he would wake up and start working by five thirty every morning. He would then work until seven thirty, make breakfast, and go to work already done with his dissertation obligations for the day. Pleased by early progress, he soon pushed his wake-up time to four forty-five to squeeze out even more morning depth

The Journalistic Philosophy of Deep Work Scheduling

What interests me about Isaacson, however, is not what he accomplished with his first book but how he wrote it. In uncovering this story, I must draw from a fortunate personal connection. As it turns out, in the years leading up to the publication of The Wise Men, my uncle John Paul Newport, who was also a journalist in New York at the time, shared a summer beach rental with Isaacson. To this day, my uncle remembers Isaacson’s impressive work habits:

It was always amazing… he could retreat up to the bedroom for a while, when the rest of us were chilling on the patio or whatever, to work on his book… he’d go up for twenty minutes or an hour, we’d hear the typewriter pounding, then he’d come down as relaxed as the rest of us… the work never seemed to faze him, he just happily went up to work when he had the spare Time. 

Isaacson was methodic: Any time he could find some free time, he would switch into a deep work mode and hammer away at his book. This is how, it turns out, one can write a nine-hundred-page book on the side while spending the bulk of one’s day becoming one of the country’s best magazine writers.

I call this approach, in which you fit deep work wherever you can into your schedule, the journalist philosophy. This name is a nod to the fact that journalists, like Walter Isaacson, are trained to shift into a writing mode on a moment’s notice, as is required by the deadline-driven nature of their profession.