Chris Bailey
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Chris Bailey episodes

  • Podcast: 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 levels
    • Applying the Intention Stack framework from Intentional to guide AI systems
    • The risk of “wasted leverage”
    • Why every minute becomes more valuable when you’re guiding systems instead of doing the work yourself
    • Links mentioned in this episode:

      • Intentional: How to Finish What You Start
      • Claude Cowork by Claude/Anthropic
      • The post Podcast: Productive with AI appeared first on Chris Bailey.

        40 min
      • Podcast: 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.

        30 min
      • Podcast: Chris’s New Book, Intentional!

        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.

        34 min
      • Podcast: 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.

        28 min
      • Podcast: 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.

        28 min
      • Podcast: 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.

        36 min
      • Podcast: 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 podcast below!

          The post Podcast: Working 90-Hour Weeks appeared first on Chris Bailey.

          42 min
        • Podcast: How to be 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 subscribe) to the podcase below!

              The post Podcast: How to be productive when you don’t feel like it appeared first on Chris Bailey.

              28 min
            • Podcast: 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.

              35 min

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