Key Moments
Full Length Episode | #182 | March 17, 2022 | Deep Questions Podcast with Cal Newport
Key Moments
Cal Newport discusses writing, productivity, business models, and overcoming procrastination.
Key Insights
Proposal writing is disliked by many authors due to its lack of craft and signaling nature.
Adopting a slow productivity method, like John McPhee's 500 words a day, can lead to significant long-term output.
Cal Newport's business model operates on a flywheel: strong book sales lead to a richer life, which fuels an engaging online platform, which in turn boosts book sales.
Effective training involves identifying and resolving points of confusion during the learning process.
Deep procrastination arises from a combination of extrinsic motivation and excessive cognitive toil, and can be overcome by shifting to intrinsic motivation and reducing workload.
Improving non-technical writing skills involves dissecting admired authors' styles and practicing emulation, ideally with editorial feedback.
THE GRUELING REALITY OF WRITING PROPOSALS
Cal Newport begins by expressing his relief in shifting from writing book proposals to working on a New Yorker article. He explains that proposal writing is generally disliked by authors because it lacks the craft and narrative engagement found in other forms of writing. Instead, it resembles a business plan, focusing on information delivery rather than stylistic flair. The often speculative and "signaling" nature of proposals, where authors discuss potential outcomes and marketing strategies, can also feel hollow and frustrating. This mechanistic and signaling-heavy process is a stark contrast to the creative and structural challenges of crafting compelling articles.
EMBRACING THE MCÍFEE METHOD FOR SUSTAINABLE PRODUCTIVITY
Newport contrasts his own writing process with that of author John McPhee, who, despite immense success, rarely writes more than 500 words a day. This 'slow productivity' approach, where consistent small efforts accumulate into significant output over time, is highlighted as a more sustainable model than the high-volume output of writers like Brandon Sanderson. Newport is considering adopting McPhee's method for his own work, particularly as he anticipates a period of dedicated book writing. He emphasizes that impact over time does not necessarily stem from busyness or exhaustion but from a focused, consistent practice, embodying the idea that 'if you keep adding an ounce to a bucket, you will eventually have a quart'.
CAL NEWPORT'S FLYWHEEL BUSINESS MODEL
Richard from California inquires about Cal Newport's business model. Newport explains it using Jim Collins' flywheel metaphor, where core book and New Yorker writing fuels a richer, deeper personal life. This enhanced life then makes his online platforms, primarily his email newsletter and podcast, more interesting. The growth of these platforms, in turn, allows his books to achieve greater reach and financial success, further enriching his life and enabling more compelling content. The income generated is primarily valued for the autonomy and flexibility it provides, such as the ability to pay his own salary during summers, rather than for direct financial gain.
STRATEGIES FOR EFFECTIVE TRAINING AND KNOWLEDGE RETENTION
Spencer, a security engineer, asks for advice on tackling an intense week-long security training. Newport recommends against pre-reading syllabus chapters, suggesting instead a 'question resolution method' during the training. He advises attendees to meticulously mark topics they don't fully understand on their printed syllabus or notes. The key is to actively identify knowledge gaps and then promptly seek to fill them through instructor interaction or by consulting the material. This ensures that by the end of the training, all concepts have been understood, providing a solid foundation for future review rather than struggling to learn from scratch.
DECODING AND CONQUERING DEEP PROCRASTINATION
Abhishek inquires about writing non-technical articles and emulating authors like Bill Bellevue. Newport suggests a two-pronged approach: dissecting admired authors' styles to understand their formulas and then practicing emulation. This practice develops stylistic muscles, with the suggestion that it's most effective when done for editing, providing external pressure and feedback. He also fondly recalls the early days of the internet, referencing his previous work on his 'Study Hacks' blog and the value of RSS feeds for curating content from interesting bloggers, a period he sees as a high point for online production before its consolidation into current social media forms.
ADDRESSING DEEP PROCRASTINATION IN STUDENTS AND PROFESSIONALS
Cal Newport addresses deep procrastination, a term he coined to describe students losing their ability to complete academic work. He explains it stems from a combination of extrinsic motivation (high achievement for external validation) and excessive cognitive toil (demanding academic load). For students, the solution lies in shifting to intrinsic motivation by aligning studies with a personal lifestyle vision and reducing the cognitive load through simplification of schedules and majors. For professionals, the principles are similar: reorienting work towards a personal vision and reducing chronic overload by doing less and being more intentional about new tasks, differentiating it from depression which requires clinical attention.
NAVIGATING NEW YEAR'S RESOLUTIONS AND PLANNING
Matt, a wealth advisor, asks about integrating New Year's resolutions with time-blocking and guiding documents. Newport simplifies this by suggesting that annual plans and resolutions can be integrated directly into quarterly plans, visualized as a header. He recommends maintaining a separate values document reviewed weekly. The core strategy remains multi-scale planning: daily time-blocking informed by weekly plans, which are based on quarterly plans. This hierarchical structure ensures that resolutions and overarching goals are consistently considered and acted upon across different planning horizons, making the system more manageable and less fragmented.
Mentioned in This Episode
●Software & Apps
●Companies
●Organizations
●People Referenced
Training & Learning Strategies
Practical takeaways from this episode
Do This
Avoid This
Writer Productivity Comparison
Data extracted from this episode
| Author | Daily Word Count | Total Books | Notable Achievements/Accolades |
|---|---|---|---|
| John McPhee | ~500 words | 29 | Pulitzer Prize, National Book Award nominations |
| Brandon Sanderson | 2,000-3,000 words | Multiple (produces ~2 books/year) | Prolific genre author |
Common Questions
Cal Newport finds book proposal writing frustrating because it lacks craft, focusing more on business planning and signaling than good writing. The content often feels hollow and bombastic, and it's not the style of writing he enjoys doing.
Topics
Mentioned in this video
Mentioned as an example of someone whose content Cal Newport might read while procrastinating, and who is associated with the 'deep procrastination' topic.
Mentioned alongside John McPhee as an example of an author who retreats from public life to focus on their work, appealing to a desire for focused creation.
Nature writer whose peaceful and relaxing style is emulated by a listener seeking to improve their non-technical writing.
Authors of 'The Elements of Style,' mentioned as helpful for technical writing, contrasting with the desire to improve non-technical writing.
Author whose method of writing only 500 words per day Cal Newport finds inspiring and potentially sustainable for his own work.
Author mentioned as a comparison for high productivity, writing 2,000-3,000 words a day, contrasting with McPhee's 500-word approach.
Author whose strategy of focusing on regular book releases rather than conference appearances is cited as a model.
Author of 'On Writing Well,' recommended for improving non-technical writing and understanding authorial style.
Minimalist blogger from the 'Zen Habits' era, mentioned fondly by Cal Newport as part of the early, high-quality web content.
Host of the Deep Questions podcast, discussing his writing process, business model, and productivity strategies.
Author whose writing style Cal Newport dissected in the past to learn idea-driven non-fiction.
Current editor-in-chief of The New Yorker who also took John McPhee's nonfiction writing class at Princeton.
A sponsor providing 10-15 minute summaries (blinks) of non-fiction books, useful for vetting books or quickly obtaining key ideas.
A sponsor offering online health and fitness coaching with daily check-ins and a custom app for tracking food and exercise.
A sponsor providing hiring solutions, from job board postings to tools like video interviews and e-signatures, to streamline the hiring process.
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