02 Mar 2026
1h 34m

Ep. 394: Do I Need a Better Planning System?

Podcast cover

Deep Questions with Cal Newport

The podcast explores effective planning systems in a digitally distracted world, contrasting anti-productivity movements with the need for intentional time management. Cal Newport interviews Dr. Sarah Hart-Unger, a planning expert, who advocates for a master calendar, airtight task management, and a robust goal-setting system. Hart-Unger defends analog tools and emphasizes aligning planning with personal values, not just productivity. The discussion covers strategies to avoid task system aversion, the importance of seasonal planning, and the role of AI in personal organization, with both agreeing that AI should not dictate personal priorities. They share personal planning methods, highlighting the balance between structured scheduling and flexible daily choices.

Outlines

Part 1: Philosophy of Planning

Part 2: The Three Pillars Framework

Part 3: Advanced Systems and Seasonality

Part 4: Implementation and Future Outlook

Part 5: Media, Dopamine, and Modern Distractions

Part 6: Projects and Personal Reviews

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