Deep Questions with Cal Newport

How To Plan Better | Simple Analog System | Cal Newport

March 3, 2026|Original: 1h 34m|10 key insights|5 min read

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90 minutes

Key Insights

The counterintuitive truth: A good planning system isn't about productivity—it's your defense against digital chaos and anxiety

Why the 'anti-productivity' critics got it wrong: Planning chaos doesn't lead to bird watching in parks, it leads to doom-scrolling at 2am

The three non-negotiable pillars every planning system needs (and most people only have one broken piece)

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