Deep Questions with Cal Newport
Deep Questions with Cal Newport

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

March 2, 2026

AI Summary

5 min read

🎙️ The Voices & The Context

  • The Format: Casual expert interview with deep dives into productivity systems, interspersed with tangents, sponsor breaks, listener Q&A, and Cal's personal updates.
  • The Key Players:
    • Cal Newport: Host, author of Slow Productivity, geeking out on planning while sharing his own systems and AI realism rants.
    • Sarah Hart Unger: Pediatric endocrinologist, mom of three, host of Best Laid Plans and Best of Both Worlds podcasts, author of Best Laid Plans: A Simple Planning System for Living a Life That You Love (Amazon's best nonfiction pick, Dec 2024).
  • The Vibe: Educational and practical with fun, relatable banter—think geeky enthusiasm meets real-life hacks, lightened by HBO's The Pit medical drama obsession.

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What you'll learn

  • 1 (00:00) **🎙️ Introduction: Sarah Hart Unger**
  • 2 (02:57) **Why Planning Matters in a Distracted World**
  • 3 (07:35) **Sarah's Background and Planning Origins**
  • 4 (10:17) **Tangent: Medical Training Hierarchy from *The Pit***
  • 5 (12:29) **Core Elements of a Successful Planning System**
  • 6 (15:29) **Master Calendar Deep Dive**
  • 7 (19:24) **Airtight Task Management**

+ Full timestamped outline available in the app

Show Notes

It’s hard to live deeply in a distracted world if you don’t have control over how you spend your time. This goal requires a planning system that both works and can last. Do you have a reasonable planning system in place? If not, don’t worry. Today, Cal is joined by planning expert Sarah Hart-Unger (author of “Best Laid Plans”) to discuss the nitty-gritty details of creating sustainable systems that can help you regain autonomy over your schedule without becoming an over-scheduled drone.

Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvo

Video from today’s episode: youtube.com/calnewportmedia

IDEAS SEGMENT:  Interview with Sarah Hart-Unger [2:12]

AUDIENCE FEEDBACK, NOTES, AND CHATTER: 

Dopamine addictions and TV shows [1:05:06]

Watching entire films [1:09:43]

Attention span and movies [1:16:38]

WHAT CAL IS UP TO:

Update on my AI Programmer Project [1:21:12]

Other Updates [1:28:02]

What Cal Consumed [1:29:17]

The Last Kings of Hollywood (Paul Fischer)

Movies:

The Smashing Machine

Song Sung Blue

Links:

Buy Cal’s latest book, “Slow Productivity” at www.calnewport.com/slow

Get a signed copy of Cal’s “Slow Productivity” at https://peoplesbooktakoma.com/event/cal-newport/

Cal’s monthly book directory: bramses.notion.site/059db2641def4a88988b4d2cee4657ba?

vanityfair.com/hollywood/2023/07/why-are-movies-sooooo-long-an-investigation

science.org/doi/10.1126/science.adz9311

Sarah Hart-Unger online:

Sarah Hart-Unger (MD, if you want to use that but I typically don't even bother in my creative work!)

practicing pediatric endocrinologist, author, and podcaster

Best Laid Plans Podcast

Best of Both Worlds Podcast (cohosted with Laura Vanderkam)

Deep Questions with Cal Newport