Episodes
March 31, 2026
Something is Brewing…
On this episode, we chat about an exciting new direction for the podcast—and also share a bittersweet announcement :-) You can listen (and subscribe) to the podcast below! The post Podcast: Something is Brewing… appeared first on Chris Bailey.
Feb. 17, 2026
166: The Happiness Dollar
On this episode, I chat with author Ashley Whillans about her book, Time Smart! Here’s a link to the book. You can listen (and subscribe) to the podcast below! The post Podcast: The Happiness Dollar appeared first on Chris Bailey.
Feb. 3, 2026
165: Productive with AI
On this episode, we explore how AI tools like Claude Cowork are automating the drudgery layer of knowledge work, and why the most important skill is now how well you can guide intelligent systems. Topics covered include: What Claude Cowork actually does well: file manipulation, web navigation, and closing the manual screenshot loop How work is shifting from execution to direction and intention-setting The morning briefing system: AI executing on goals set at daily, weekly, and strategic leve...
Jan. 20, 2026
164: 50 Shades of Goals
On this episode, we chat about the four types of goals we set—including outcome goals versus process goals, and learning goals versus performance goals! Here’s the link to Chris’s book, which digs more into these ideas! You can listen (and subscribe) to the podcast below! The post Podcast: 50 Shades of Goals appeared first on Chris Bailey.
Jan. 6, 2026
163: Intentional (Goal Attainment)
On this episode, we chat about Chris’s new book, Intentional, which is about the science of goal attainment! Here’s a link to the book. And here’s a link to learn more about it. Enjoy! You can listen (and subscribe) to the podcast below! The post Podcast: Chris’s New Book, Intentional! appeared first on Chris Bailey.
Dec. 23, 2025
162: Nobody Cares About Productivity During the Holidays
On this episode, we reflect back at the year and look to 2026, when Chris’s book Intentional will come out :-) Have a great holiday! You can listen (and subscribe) to the podcast below! The post Podcast: Nobody Cares About Productivity During the Holidays appeared first on Chris Bailey.
Dec. 11, 2025
161: The Intention Stack
On this episode, we chat about a central idea from Chris’s new book, Intentional: The Intention Stack! Here’s the image we chat about in the episode: You can listen (and subscribe) to the podcast below! All the timelines across which we are intentional. The post Podcast: The Intention Stack appeared first on Chris Bailey.
Nov. 25, 2025
160: Success is a Numbers Game
On this episode, I chat with Kyle Austin Young about his new book, Success is a Numbers Game! Hope you enjoy our conversation :-) You can listen (and subscribe) to the podcast below! The post Podcast: Success is a Numbers Game appeared first on Chris Bailey.
Nov. 11, 2025
159: Waking Up Early
On this episode, we chat about Chris’s experiment to wake up at 5:30 every morning for a month—including what he learned from it, what he’d do differently, and what the research says about our wakeup time and daily productivity. We also dig into his experiment to drink only water for a month—cutting out sugary drinks, caffeine, and booze. You can listen (and subscribe) to the podcast below! The post Podcast: Waking Up Early appeared first on Chris Bailey.
Oct. 28, 2025
158: Working 90-Hour Weeks
On this episode, we chat about lessons learned from two of Chris’s experiments—one to work 90-hour weeks for a month, and another to take a three-hour afternoon siesta for three weeks! Links mentioned in this episode: Chris’s new book: Intentional: How to Finish What You Start ! Chris’s article: 10 huge productivity lessons I learned working 90-hour weeks last month Chris’s article: Productivity Experiment: Should you take a three-hour afternoon siesta? You can listen (and subscribe) to the ...
Oct. 7, 2025
157: Being Productive When You Don't Feel Like It
On this episode, we chat about how to be productive when you just don’t feel like it. Topics covered include: Why our energy and attention fluctuate so much each day; Figuring out why you feel “off”; How we can tactically accommodate our fluctuating energy; Our different “levels” of energy; “Billion dollar walks”; Drinking caffeine strategically (and not habitually). Links mentioned in this episode: Laura Vanderkam’s article: 40 lessons learned on the way to 40 You can listen (and subsc...
Sept. 22, 2025
156: Last Call (And a Review)
On this episode we chat about Chris’s new course and the four webinars that come with it! Signups close September 24. (You can also use the discount code POD30 for another $30 off.) We also give a brief review of the AirPods Pro 3, which we’re both loving. The post Podcast: Last Call (And a Review) appeared first on Chris Bailey.
Sept. 10, 2025
155: Values-Based Goals
On this episode, we chat about how to root your goals into what you value. Topics covered include: A recap on our twelve values; How to connect our goals with what we value; The interplay of our values and procrastination; How values affect our level of goal attainment; How our values influence our relationship with our goals; Editing our goals to be aligned with our values; Dropping more goals, more often. Links mentioned in this episode: The sample values test! Shalom Schwartz’s page...
Aug. 26, 2025
154: Why We Procrastinate
On this episode, we begin our deep dive into the science of overcoming procrastination. Topics covered include: The triggers of aversion; The logic war that happens in our mind as we procrastinate; Impulsiveness, perfectionism, and procrastination; Details on Chris’s upcoming course; Aversion journaling; The art of making tasks more challenging. Links mentioned in this episode: Chris’s newsletter Study: Personal values in human life, in Nature Human Behaviour You can listen (and subscri...
May 27, 2025
153: Managing Attention
On this episode, we chat about how to create an attentional foundation for deeper focus—and then share some strategies for managing our attention every day. Chris also teases his next book (coming out in January)! Link mentioned in this episode: Chris’s Reddit question: Is my book title offensive in the UK? You can listen (and subscribe) to the podcast below! The post Podcast: Tactics for managing your attention appeared first on Chris Bailey.
May 13, 2025
152: Reel Talk
On this episode, we chat about how to manage our attention to the fullest. We also chat about how our relationship with novelty has changed over time, how algorithms wire our mind, and the natural rhythm of our attention. You can listen (and subscribe) to the podcast below! The post Podcast: Full Attention appeared first on Chris Bailey.
April 29, 2025
151: Distractions
On this episode, we chat about how to think about and tactically overcome distraction—including by knowing the four types of distractions, keeping a “distractions list,” and using a distractions blocker. Links mentioned in this episode: The four types of distraction that derail our focus The Distractions List Our distraction blocker of choice: Freedom You can listen (and subscribe) to the podcast below! The post Podcast: Overcoming Distraction appeared first on Chris Bailey.
April 14, 2025
150: Fake Deadlines
On this episode, we chat about how to set “fake deadlines,” the perks (and drawbacks) of the four-day workweek, and how managing our attention can be more effective than managing our time. You can listen (and subscribe) to the podcast below! The post Podcast: Fake Deadlines appeared first on Chris Bailey.
April 1, 2025
149: Everyday Carry
On this episode, we chat about what we carry around with us on the go to get stuff done. In Chris’s bag: Lululemon’s closest backpack to Chris’s 22oz Takeya water bottle Davek Solo umbrella (the best umbrella) Davek Mini Umbrella Sonos Ace headphones AirPods Pro earbuds The book Chris mentioned: Our Green Garden, by Diana Beresford-Kroeger MacBook Pro In Ardyn’s bag: Ardyn’s go-to handbag company Bellroy laptop case Neat little screen wipe/cleaner thing Pilot V5: Lid, Click Matt and Nat ...
March 18, 2025
148: Fancy Health Stuff
On this episode, I give my long-term review (and a few rants) about three health investments: the Ozlo Sleepbuds, Apple Watch 10, and the Peloton Bike+. We also chat about whether fancy health stuff is even necessary… Links mentioned in this episode: The Ologies episode on Reality TV Ozlo Sleepbuds Apple Watch Series 10 Peloton Bike+ Our referral code is, XQVZA6—if you use it, you get $100 worth of accessories at purchase. (We will also get $100 of accessories and will donate an equal amount ...
March 4, 2025
147: Good Productivity
On this episode, we chat about how to tame instant messages—and pursuing greater productivity for the right reasons. Links mentioned in the episode: Article: No, I don’t want AI to write for me Article: There are just 10 basic values You can listen (and subscribe) to the podcast below! The post Podcast: Good Productivity appeared first on Chris Bailey.
Feb. 18, 2025
146: Econ Corner 2.0
On this episode, we chat about the economics of productivity—including our “comparative advantages,” finite resources, and how we can think “on the margin.” Links mentioned in this episode: Episode 71: Tradeoffs Episode 114: Commitment Devices Episode 102: Couples That Work interview Episode 133: How to Learn Anything interview Episode 69: How to Scale Up Your Work interview You can listen (and subscribe) to the podcast below! The post Podcast: Econ Corner 2.0 appeared first on Chris Bailey.
Feb. 4, 2025
145: Inbox Zero Is Dumb
On this episode, we chat about all of the ways that “Inbox Zero” misses the mark and is the wrong goal to have with email—but also the few cases where it can be helpful. You can listen (and subscribe) to the podcast below! The post Podcast: Why “inbox zero” is dumb appeared first on Chris Bailey.
Jan. 21, 2025
144: Bad Productivity Advice
On this episode, we chat about how to separate good productivity advice from bad. Links mentioned in this episode: Reddit post: **ck your productivity system. Seriously. Chris’s article: Don’t use productivity advice to procrastinate You can listen (and subscribe) to the podcast below! The post Podcast: Bad productivity advice appeared first on Chris Bailey.