Am I Optimizing Too Much? | Monday Advice

Am I Optimizing Too Much? | Monday Advice

Author: Cal Newport July 20, 2026 Duration: 1:16:25
Cal Newport talks with Brad Stulberg to explain the optimization paradox in Episode 414 of the Deep Questions podcast. Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: https://bit.ly/3U3sTvo Video from today’s episode:  youtube.com/calnewportmedia (0:00) The Optimization Paradox (2:12) Interview with Brad Stulberg (35:12) Health optimization (1:09:16) Tail end development   Links: Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow  Get a signed copy of Cal’s “Slow Productivity” at https://peoplesbooktakoma.com/event/cal-newport/  Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba? Thanks to our Sponsors:  https://wealthfront.com/deep https://calderalab.com/deep https://cozyearth.com (Use code “DEEP”) Cal Newport is not a Wealthfront client. Wealthfront’s high-yield cash account: ⁠https://www.wealthfront.com/deep⁠. This experience may not be representative of other Wealthfront clients, and there is no guarantee of future performance or success. Experiences will vary. Cal Newport receives cash compensation from Wealthfront Brokerage for paid endorsement in his podcast, creating a conflict of interest. The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC, member FINRA/SIPC.  Wealthfront Brokerage is not a bank. The base APY is 3.30% on cash deposits as of January 30, 2026, is representative, subject to change, and requires no minimum. If eligible for the overall boosted rate of 4.05% offered in connection with this promo, your boosted rate is also subject to change if the base rate decreases during the 3 month promo period. Additional terms and conditions apply, which can be found on ⁠wealthfront.com/deep⁠.  Funds in the Cash Account are swept to program banks, where it earns the variable APY. Investment advisory services are provided by Wealthfront Advisers LLC, an SEC-registered investment adviser. Securities investments: not bank deposits, bank-guaranteed or FDIC-insured, and may lose value. Thanks to Jesse Miller for production and mastering, Jay Kerstens for the intro music, and Nate Mechler for research and newsletter. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Cal Newport, a computer science professor and bestselling author, brings his thoughtful exploration of technology's role in our lives into an audio format with Deep Questions with Cal Newport. Moving beyond the pages of his books, this podcast creates a direct dialogue where he addresses the real-world challenges submitted by his readers. Each episode feels like a focused conversation, tackling the practicalities of building a meaningful and productive life in an age of constant connectivity. You’ll hear specific strategies for cultivating sustained focus, designing a work life that allows for depth, and establishing boundaries with the digital tools that so often fragment our attention. The discussions are grounded in his research and philosophy, avoiding simplistic life-hacks in favor of sustainable systems. Whether it's navigating the demands of a distracted workplace, finding time for deep hobbies, or managing technology without feeling overwhelmed, Newport provides nuanced advice that connects the dots between personal effectiveness and broader societal trends. This isn't just another productivity podcast; it's a consistent source for rethinking how we engage with our work, our time, and our devices to reclaim a sense of purpose and control. The overall tone is both analytical and accessible, making complex ideas about living and working deeply feel immediately applicable to daily routines. Tuning into this podcast offers a regular opportunity to step back from the noise and consider a more intentional approach to everything you do.
Author: Language: en-us Episodes: 50

Deep Questions with Cal Newport
Podcast Episodes
Am I Lazy or Overstimulated? | Monday Advice [not-audio_url] [/not-audio_url]

Duration: 55:01
Cal Newport explains about if you're lazy or overstimulated in episode 410 of the Deep Questions podcast. Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! He…
Do I Need a “Brain Gym”? | Monday Advice [not-audio_url] [/not-audio_url]

Duration: 1:00:24
In the 1960s, doctors avoided people to avoid exercise. Then everything changed. Now physical fitness is a $100 billion industry. What would it look like if we got equally as serious about cognitive fitness? In this epis…
Are We About to Lose Control of AI? | AI Reality Check [not-audio_url] [/not-audio_url]

Duration: 20:37
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Are we about to lose control of AI? (3:04) How much should we be afraid of recursive self improvement? (…
Should I Press Pause? | Monday Advice [not-audio_url] [/not-audio_url]

Duration: 30:09
Sometimes the best way to get unstuck is to press pause on your busy life and take a moment to look toward new possibilities. But how is this possible if you can’t afford to literally stop everything and get away? In thi…
How Do I Escape the “Busyness Singularity”? | Monday Advice [not-audio_url] [/not-audio_url]

Duration: 45:08
There has been lots of discussion recently about AI eliminating jobs. But what if the real fear is that AI will instead make existing jobs miserable? In this episode, Cal argues that LLM–based tools are poised to acceler…
How Do I Reclaim My Schedule? (w/ Laura Vanderkam) | Monday Advice [not-audio_url] [/not-audio_url]

Duration: 1:24:10
It’s common to feel like you don’t have enough time in your schedule to build a life that’s both professionally successful and personally deep. But is this true? In today’s episode, Cal interviews time management expert…
Has AI Conquered Coding? (It’s Not So Simple…) | AI Reality Check [not-audio_url] [/not-audio_url]

Duration: 12:33
Cal Newport takes a critical look at recent AI News. Video from today’s episode: youtube.com/calnewportmedia (0:00) Has AI conquered coding? (3:21) Lars Faye quote (5:25) Skipping the struggle step (6:42) Point #1 (7:08)…
Am I Addicted to My Phone? (w/ Anna Lembke) | Monday Advice [not-audio_url] [/not-audio_url]

Duration: 1:28:38
Many of us ask the question if phone addiction is similar to other addictions. In this episode, Cal is joined by the #1 New York Times bestselling author Anna Lembke to explore this question. They dive deep into her book…