This week, This Week in Deep Questions with Cal Newport examines two persistent gaps between our technological intentions and reality. From the personal challenge of sustaining digital detoxes to questions about whether AI systems behave as designed, the episodes explore why our attempts to control technology—whether our own devices or powerful AI systems—often fall short of expectations.
Episodes This Week
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Other Weeks
This Week in Deep Questions with Cal Newport (Sep 7 - Sep 13, 2026)
2 episodes · Sep 7 – Sep 13
This Week in Deep Questions with Cal Newport (Aug 31 - Sep 6, 2026)
2 episodes · Aug 31 – Sep 6
This Week in Deep Questions with Cal Newport (Aug 24 - Aug 30, 2026)
2 episodes · Aug 24 – Aug 30
This Week in Deep Questions with Cal Newport (Aug 17 - Aug 23, 2026)
1 episode · Aug 17 – Aug 23
This Week in Deep Questions with Cal Newport (Aug 10 - Aug 16, 2026)
1 episode · Aug 10 – Aug 16
This Week in Deep Questions with Cal Newport (Aug 3 - Aug 9, 2026)
2 episodes · Aug 3 – Aug 9
This Week in Deep Questions with Cal Newport (Jul 20 - Jul 26, 2026)
1 episode · Jul 20 – Jul 26
This Week in Deep Questions with Cal Newport (Jul 13 - Jul 19, 2026)
2 episodes · Jul 13 – Jul 19
This Week in Deep Questions with Cal Newport (Jul 6 - Jul 12, 2026)
2 episodes · Jul 6 – Jul 12
This Week in Deep Questions with Cal Newport (Jun 29 - Jul 5, 2026)
1 episode · Jun 29 – Jul 5
This Week in Deep Questions with Cal Newport (Jun 22 - Jun 28, 2026)
2 episodes · Jun 22 – Jun 28