Deep Questions with Cal Newport

In our annual holiday episode, Cal tackles one of the questions he’s asked most often: What should I read? But with a twist. He recommends six books that are not from the self-help or advice genre that will nonetheless help you change your life into something deeper. For the rest of the episode, he then answers listener calls.

Transcribed - Published: 22 December 2025

Earlier this fall, the activist, novelist, and essayist Paul Kingsnorth published an anti-technology polemic called “Against the Machine.” To say it hit a nerve is an understatement. In the months that followed, Kingsnorth has been everywhere; profiled, among places, in the New York Times, the New Yorker, and The Atlantic. In today’s episode, I want to find out why Kingsnorth’s take on technology is resonating so strongly. To help me answer this question, I’m joined by the journalist and scholar Tyler Austin Harper, who wrote a great review of Kingsnorth’s book for The Atlantic. We dive deep into Kingsnorth’s ideas and explore what they teach us about our current moment more generally.

Transcribed - Published: 15 December 2025

Last month, Derek Thompson published an intriguing essay that made waves in technology criticism circles. It was titled: “Everything is Television.” In today’s episode, Cal takes a closer look at this essay, unpacking and expanding Thompson’s arguments, and ultimately concluding with a series of predictions about what to expect next from the internet. He then answers listener questions and discusses the five books he read in November 2025.

Transcribed - Published: 8 December 2025

In today’s episode, Cal reviews some of his favorite advice from legendary writers (plus a bonus piece of advice from his own craft). Within each suggestion, he finds a general idea that can apply to anyone looking to build a deep life in an increasingly distracted world. He then answers listener questions and responds to comments about last week’s episode.

Transcribed - Published: 1 December 2025

There has been a lot of loose talk online recently about the capabilities of existing AI tools. In this episode, Cal reacts to a specific recent clip from the Joe Rogan podcast in which the guest argues that language models are like a child’s brain, and may already be conscious. Cal puts on his (always stylish) computer scientist had to explain why this cannot be true. He then answers listener questions and reacts to feedback on his recent episode about using a notebook to enhance long thinking.

Transcribed - Published: 24 November 2025

When companies began instituting return-to-office plans after the pandemic, a disproportionate number of women chose instead to leave the workforce. Why? The obvious answer is that they wanted the flexibility of remote work. But in this episode, Cal draws on a recent New York Times op-ed that offers a deeper explanation – one that affects all knowledge workers. He then explores solutions to the problem, answers listener questions, and (God help him) respond to comments on his recent Superintelligence episode.

Transcribed - Published: 17 November 2025

We often talk on this show about how digital devices undermine our ability to consume more complicated and meaningful ideas. But what about our ability to produce such ideas from scratch? In this episode, Cal identifies a key productive skill –  long thinking – that we’re increasingly losing. He argues that it’s critical for living a deep life and provides a simple strategy to help regain the skill. He then answers listener questions and discusses the books he read in October 2025.

Transcribed - Published: 10 November 2025

Techno-philosopher Eliezer Yudkowsky recently went on Ezra Klein's podcast to argue that if we continue on our path toward superintelligent AI, these machines will destroy humanity. In this episode, Cal responds to Yudkowsky’s argument point by point, concluding with a more general claim that these general styles of discussions suffer from what he calls “the philosopher’s fallacy,” and are distracting us from real problems with AI that are actually afflicting us right now. He then answers listener questions about AI, responds to listener comments from an earlier AI episode, and ends by discussing Alpha schools, which claim to use AI to 2x the speed of education.

Transcribed - Published: 3 November 2025

How do you escape a world where constant digital distractions and darkness threatens to pull you down? Maybe take a page out of Abraham Lincoln’s life. In this episode, Cal argues that Lincoln faced analog versions of many of the same issues we face in our contemporary digital world, and by studying how he escaped we can learn a method to accomplish something similar. He then answers listener questions on this theme and revisits the comments from a 2008 essay where he first introduced some of these questions.

Transcribed - Published: 27 October 2025

OpenAI has been making waves recently with their release of their Sora 2 video generation model, which they have launched alongside a TikTok-style social media sharing app. The internet is usually pretty excited about AI innovations, but this one has people unsettled. In today’s episode, Cal looks at one implication of Sora 2 in particular that is both important but currently overcooked: the impact of AI content generation on the existing social media giants. He then answers listener questions on AI and social media and reacts to a new Sam Altman tweet that signals bad news for OpenAI.

Transcribed - Published: 20 October 2025

It’s hard to cultivate a deep life when you cannot go more than a few minutes without checking your phone. In this episode, Cal looks closer at the precise neural mechanisms at play that make the physical act of looking at your phone irresistible. Then armed with this knowledge, he explains why many popular remedies fail, and which specific responses are most likely to succeed. He then answers listener questions and discusses the five old-fashioned analog books (!) that he read last month.

Transcribed - Published: 13 October 2025

In 2023, I published an episode about resetting your life that became one of my most popular. In the years since, multiple major podcasters and YouTubers have done their own videos on the same theme. In today’s episode, I extract the best ideas from five such recent videos to create an all-star reset strategy. I connect this to my work on technology and its impacts, by noting that taking control of your life can be the most important first step toward taking control of your devices.

Transcribed - Published: 6 October 2025

Last week, it was announced that Oracle would take over operation of TikTok in the US. One of the primary reasons proposed for this deal is that it was in national interests for us to take over control of TikTok’s fabled “algorithm.” But what is this algorithm? How does it work? To what extent can it be controlled? In today’s episode, Cal looks deeper at these questions and arrives at a broader philosophical point about the role these services, in general, should play in our civic culture. He then answers listener questions on the same topic and reacts to the three recent news articles about TikTok’s influence on our culture.

Transcribed - Published: 29 September 2025

Transcribed - Published: 25 September 2025

We seem to be stuck in a purgatory when it comes to the worst of the social media platforms. We know they’re not great, but it’s hard to muster enough motivation to bother to leave. In today’s episode, motivated by the assassination of Charlie Kirk, Cal puts on his technology critic hat and offers a step-by-step technical explanation for why these platforms are strictly and incessantly making your life worse and why the only reasonable response is to quit them. He then answers listener questions on the topic and reacts to some recent news about the US Congress getting involved.

Transcribed - Published: 22 September 2025

A recent study called into question a core assumption about the generative AI revolution: that these tools, at the very least, will make us more productive. In this episode, Cal dives deep into the study and argues that when it comes to efforts that require deep work, AI can sometimes make things worse. He then answers listener questions and then takes a closer look at an article claiming that the lack of Wi-Fi in a West Virginia school is making their students dumber.

Transcribed - Published: 15 September 2025

IQ scores had been steadily rising since WWII. But, more recently, this phenomenon has stopped.  Since 2010, we’ve actually been getting dumber. In this episode, Cal gets into the common theories for why this is true before offering his own take, which leads to some practical takeaways to help you thrive in an increasingly stupider world. He then answers listener questions and talks about something he read recently.

Transcribed - Published: 8 September 2025

Transcribed - Published: 4 September 2025

A 22-year-old made a splash recently when he published a Wall Street Journal op-ed claiming that work-life balance makes you mediocre. He went on to brag about how sleeping less than 4 hours a night and gaining 80 pounds helped him become a millionaire. In this episode, Cal wades into the furious debate this article sparked. He argues that once you look past the author’s dorm bro bravado, the kid does actually ask a good question. It’s just that his answers are lacking. Cal then tackles listener questions and reviews the books he read in August.

Transcribed - Published: 1 September 2025

In recent years, it’s been hard not to react to the possibilities of generative AI without a mixture of euphoria or dread. But after OpenAI’s lackluster GPT-5 launch, a new, almost heretical-seeming question has emerged: what if progress on AI is stalled well short of the wild predictions we were promised? In today’s episode, Cal draws from reporting on his recent New Yorker article to go deep into this question. What is going on with AI? How did we get here? What does it mean for our personal quest to live deeper lives? He then answers listener questions and ends by discussing his recent brush with literary acclaim.

Transcribed - Published: 25 August 2025

In this replay of one of the more popular episodes from the Deep Questions archives, originally aired in August ,2023, Cal explores some of his early strategies for cultivating a deeper life.

Transcribed - Published: 18 August 2025

Transcribed - Published: 11 August 2025

When Cal recently returned home from his time spent up in New England he set up a whole new set of daily metrics to track in the fall to keep him pointed toward the deep life. And they failed. Hard. In this episode, Cal dissects why metrics matter, why they’re easy to mess up (including the mistakes he made), and how to use them correctly (including how he corrected his own setup). He then answers listener questions and discusses a recent AI article that got him all hot and bothered.

Transcribed - Published: 4 August 2025

What does Walt Disney’s malaise in the 1940s have to do with our current struggles with our screens? In this episode, Cal uses a little-known story from Disney’s midlife to identify an effective strategy for escaping the nerve-deadening, dull state created by spending more and more of your professional and personal life on screens. He then answers listener questions (with an unusual level of spiciness), tries to calm himself with a reprise of the SLOW PRODUCTIVITY CORNER theme music, and concludes with a discussion of a recent essay he wrote about how no one really knows anything about AI.

Transcribed - Published: 28 July 2025

When we think about unhealthy phone usage, we think about the flashing apps, like TikTok and Instagram, in which billions of dollars have been spent to grab our attention. In this episode, Cal points to an unassuming culprit that may be just as responsible: simple messaging apps. He explores research that connects the social stress of pending messages to phone addiction, and explores ways to free yourself from constant messaging without having to isolate yourself socially. He then answers listener questions and discusses what he’s been reading.

Transcribed - Published: 21 July 2025

Are you worried that you’re using your phone too much? An app blocker might make sense. But how do they work, and which one is right for you? In this episode, Cal goes deep into the motivation, technology, and ultimate end game of this distraction fighting technology. He then answers listener questions and discusses some intriguing comments he’s been seeing about limits to AI’s ability to code.

Transcribed - Published: 14 July 2025

Trying to stick to complicated time management systems without any breaks can eventually lead to burn out. But if you stop organizational efforts altogether, your life can become a stressful mess. In this episode, Cal taps the wisdom of an elite running coach to devise what he calls one-page productivity: a minimum time management system, meant to be run for limited periods to help you recharge, but that also maintains just enough organization that you can avoid disaster. He argues such maintenance modes should be an important part of any time management practice. Cal then answers listener questions and concludes by reviewing the books he read in June 2025.

Transcribed - Published: 7 July 2025

A blockbuster new study out of MIT takes a closer look at the impact of writing with the help of AI. In today’s episode, Cal breaks down this paper with the help of author Brad Stulberg (who made waves online recently with his reaction to its findings), picking apart the role of AI in deep work activities. Cal then answers listeners questions, and presents a twist on his typical final segment in which he now describes what he is not reading this week, which provides him a thinly-concealed excuse to rant about AI coverage.

Transcribed - Published: 30 June 2025

Back in 2023, Cal gave a detailed deep dive that described the three phases of scientific understanding of smartphones, social media, and kids. In today’s episode, Cal argues that we’ve entered a fourth phase; one that will finally lead to (perhaps rapid) cultural changes about what we think is appropriate when it comes to these tools and kids. He then answers listener questions and describes a recent book he enjoyed in his new WHAT TO READ segment.

Transcribed - Published: 23 June 2025

Few philosophers in recent memory have enjoyed as much attention as Byung-Chul Han. His mix of profundity and pithiness in tackling some of the big issues of the modern technical environment has made him “the internet’s new favorite philosopher” (to quote The New Yorker). But is he saying that is making such an impact? In this episode, Cal seeks to find out. He reports back on five of the biggest ideas he encountered reading Han’s 2017 book, IN THE SWARM. He then answers listener questions and concludes with a WHAT TO READ segment where he tackles a pair of competing articles on AI’s abilities.

Transcribed - Published: 16 June 2025

In this episode of IN-DEPTH, Cal is joined by Chris Guillebeau, the author of the new book, TIME ANXIETY, and creator of the beloved Art of Non-Conformity blog and World Domination Summit annual conferences. Cal and Chris reminisce about their old days as early advice bloggers and dive into his new ideas about re-thinking our relationship with time.

Transcribed - Published: 12 June 2025

The data shows knowledge workers really are more exhausted and more prone to burnout than ever before. But why? In this episode, Cal draws inspiration from an unlikely source to help unpack this troubling trend and then suggest a perhaps radical solution. He then answers listeners’ questions and discusses his latest New Yorker article on the challenges of taming AI. As a bonus, he briefly discusses Cal Network’s new bestselling book.

Transcribed - Published: 9 June 2025

A common complaint about social media skepticism is that we’re falling into a classic moral panic. We’ve been concerned about many past mass media technologies, and ultimately came to realize that they’re not so bad. So why would we expect anything different about social media? In this episode, Cal tackles this complaint, drawing on an unexpected analogy to find clarity. He then answers listener questions and discusses the books he read in May, but not before first confronting a truly bizarre (or, perhaps, brilliant) piece of art work created by a fan of the show.

Transcribed - Published: 2 June 2025

A few years ago, in a spirit of post-pandemic experimentation, multiple countries ran formal trials to test a radical idea: shortening the workweek. In this episode, Cal returns to the results of these trials to identify an astounding finding that has critical implications about how we work in the 21st century and how this could be made much better. He then answers listener questions and concludes with a tech corner that addresses a simple question: when will AI begin to automate most of my work?

Transcribed - Published: 26 May 2025

Summer is here. It’s time to slow down. In this episode, Cal discusses his radically simplified summer schedule and then suggests you similarly inject some “seasonality” into your life, offering tips for finding a slower gear without tanking your job. He then answers listener questions and reacts to the most important AI article that you likely missed last week.

Transcribed - Published: 19 May 2025

When we think about important accomplishments, we think about grinding through long hours of work. But is this really necessary? In this episode, Cal turns to the lives of two famous authors to argue that sometimes a slow and steady approach can work just as well in the end, while making the journey more sustainable along the way. He then answers listener questions and concludes with a Tech Corner segment about a ridiculous new claim from the world of AI.

Transcribed - Published: 12 May 2025

Tyler Cowen recently wrote an article arguing that spending lots of time online is in fact a good thing. In this episode, Cal looks deeper at Cowen’s argument and finds some surprising common ground. The internet can be a major source of good in your life, he argues, but only if you use it in the right way. He then answers listener questions and reviews the books he read in April.

Transcribed - Published: 5 May 2025

The white whale of modern productivity discourse is achieving an empty email inbox; a goal state that’s often referred to simply as “inbox zero.” In this episode, Cal looks at why the original advice for achieving inbox zero failed and explores a strategy that might work better. He then answers listener questions and in a final segment reacts to a recent guest on the Tim Ferriss podcast who provides an interesting case study of the deep life in action.

Transcribed - Published: 28 April 2025

Cal talks a lot about his ideas for producing meaningful work in a distracted world. But how do other people tackle this goal? To help better under this question, Cal reacts to a 2018 article from OpenAI CEO Sam Altman in which he details his productivity philosophy. Cal then answers listener questions and concludes with a dystopian tech corner.

Transcribed - Published: 21 April 2025

In this episode of IN-DEPTH, Cal is joined by David Dewane, the architect responsible for the “eudaimonia machine” featured in DEEP WORK. In this wide-ranging conversation, Cal and David talk about the challenges of finding depth in a distracted world, and the results of David’s personal experimentation in creating a deep life of his own.

Transcribed - Published: 17 April 2025

Cal has been writing about time management for a *long* time. In this episode, he returns to a chapter from a book he wrote twenty years ago that is titled “manage your time in 5 minutes a day.” He revisits his old advice to see what he thinks still works and what needs updating. He then answers listener questions and returns to the tech corner to get back in the weeds on a topic involving AI.

Transcribed - Published: 14 April 2025

Phones have been receiving a lot of criticism recently, but what if these concerns are missing the mark? In this episode, Cal introduces the difference between primary and secondary phone harms, and argues how our obsession with the former hides the importance of the latter. He then answers reader questions and reviews the books he read in March 2025.

Transcribed - Published: 7 April 2025

In last week’s episode, Cal discussed data that indicate that the rise of the smartphones is making humans measurably dumber. Here he discusses aggressive strategies for resisting this reality. He then answers listener questions and ends with a tech corner.

Transcribed - Published: 31 March 2025

Multiple listeners recently sent in a Financial Times article that asks whether humans have passed “peak intelligence.” In this episode, Cal looks closer at the data in this article to try to understand why we seem to be getting dumber, and more importantly, what are the practical steps individuals can take to avoid the trend. He then answers listener questions and ends with a tech corner segment that highlights a blind spot in current discussions of AI.

Transcribed - Published: 24 March 2025

Modern knowledge work jobs should be cushy gigs. Fixed hours, air conditioning, no hard manual labor, flexibility. So why are we so often burnt out and what can we do about this reality? In this episode, Cal draws a lesson from an unexpected corner of computer science, computer security research, about how we can fix some of the big problems of work in a digital age. He then answers listener questions and returns once again to the topic of AI in a final tech corner segment.

Transcribed - Published: 17 March 2025

One of the most commonly recurring themes on this show is the conflict between too much versus not enough productivity. In this episode, Cal attempts to find new clarity in this debate by identifying a minimal viable productivity system – that is, what are the bare minimum components needed to escape the chaos and stress of total disorganization. He then answers listener questions and dives into a A.I. themed Tech Corner segment.

Transcribed - Published: 10 March 2025

Transcribed - Published: 6 March 2025

How do escape a life of shallowness and distraction to cultivate something deeper and more meaningful? In this episode, Cal draws from both algorithm theory and the habits of a reclusive author to highlight an effective strategy for achieving this goal – one that underscores the advantages of the small targeted changes versus major grand leaps. He then answers listener questions and reviews the five books he read in February.

Transcribed - Published: 3 March 2025

Tim Ferris is working on a new book about saying “no” and has posted the introduction online. In this episode, Cal reads an excerpt from this introduction and then tries to make sense of it with a metaphor about a shipwreck that helps unwind the complexity of dealing with the scourge of having too much to do. Cal then answers listener questions and reacts to a productivity meme inspired by a recent episode.

Transcribed - Published: 24 February 2025

Sometimes the quest for productivity can seem like the embrace of activity for the sake of activity, a prospect that inevitably leads to exhaustion. In today’s episode, Cal explores this idea by discussing “productivity rain dances,” why they’re dangerous, and what works better instead. He then answers listener questions and ends with a Tech Corner segment in which he fact checks Joe Rogan’s understanding of ChatGPT.

Transcribed - Published: 17 February 2025