Podcast Episodes
Back to Search1408 | Step Four: Draw the Line
Episode 1409
In this episode, Carl returns to his “How to Plan” series and introduces the next step: drawing the line. After clarifying purpose, defining goals, a…
7 months, 3 weeks ago
1407 | Getting and Spending
Episode 1425
In this episode, Carl reflects on a line from William Wordsworth written in 1802: “Getting and spending, we lay waste our powers.” Carl explores how …
7 months, 3 weeks ago
1406 | What's the Story?
Episode 1408
In this episode, Carl reflects on the stories we instantly tell about money—especially when it comes to visible signs of consumption, like homes and …
7 months, 3 weeks ago
1405 | Who Do You Want to Disappoint?
Episode 1407
In this episode, Carl explores one of the hardest kinds of decisions: choosing between two genuinely good options. When every meaningful "yes" contai…
7 months, 3 weeks ago
1404 | Strategy Is Risk to the Ego
Episode 1406
In this episode, Carl wraps up his reflections on strategy versus tactics and names the trap he sees everywhere: tactic substitution. It’s easy to co…
7 months, 3 weeks ago
1403 | Strategy Informs Tactics
Episode 1405
In this episode, Carl explores a hard but essential distinction: strategy precedes tactics. Drawing on ideas from Seth Godin, he argues that strategy…
7 months, 4 weeks ago
1402 | Tactics as a Place to Hide
Episode 1404
In this episode, Carl continues exploring the idea that the market for feeling productive is far larger than the market for actually doing the work. …
7 months, 4 weeks ago
1401 | A Rant About Doing vs. Feeling
Episode 1403
In this episode, Carl reflects on a provocative idea from the essay “Tool Shaped Objects”: The market for feeling productive is far larger than the m…
8 months ago
1400 | Step Three: Current Reality
Episode 1402
In this episode, Carl returns to his “how to plan” series and walks through step three: current reality. After starting with purpose and letting goal…
8 months ago
1399 | Maybe It’s Not Risk Tolerance
Episode 1401
In this episode, Carl revisits the idea of risk tolerance and challenges the assumption that it’s a stable personality trait that can be measured wit…
8 months ago