
This episode is a two-for-one, and that’s because the podcast recently hit its 10-year anniversary and passed one billion downloads. To celebrate, I’ve curated some of the best of the best—some of my favorites—from more than 700 episodes over the last decade. I could not be more excited. The episode features segments from episode #366 “Neil Gaiman — The Interview I’ve Waited 20 Years to Do” and episode #214 “How to Design a Life — Debbie Millman.”
Please enjoy!
Bios of guests may be found at tim.blog/combo.
Listen to the episode on Apple Podcasts, Spotify, Overcast, Podcast Addict, Pocket Casts, Castbox, YouTube Music, Amazon Music, Audible, or on your favorite podcast platform.
This episode is brought to you by LinkedIn Jobs recruitment platform with 1B+ users, Eight Sleep’s Pod 4 Ultra sleeping solution for dynamic cooling and heating, and AG1 all-in-one nutritional supplement.
Transcript for the full Neil Gaiman episode | Transcript for the full Debbie Millman episode | Transcripts for all episodes
This episode is brought to you by LinkedIn Jobs. Whether you are looking to hire now for a critical role or thinking about needs that you may have in the future, LinkedIn Jobs can help. Using LinkedIn’s active community of more than 1 billion professionals worldwide, LinkedIn Jobs can help you find and hire the right person faster. When your business is ready to make that next hire, find the right person with LinkedIn Jobs. And now, you can post a job for free. Just visit LinkedIn.com/Tim.
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What was your favorite quote or lesson from this episode? Please let me know in the comments.
SHOW NOTES
- [05:11] Notes about this supercombo format.
- [06:14] Enter Neil Gaiman.
- [06:44] What Ian Fleming taught Neil about writing — even when he doesn’t want to.
- [09:56] Neil’s biggest rule for writing.
- [12:41] Neil’s process for writing first drafts.
- [14:30] What Neil aims to accomplish with his second drafts.
- [14:40] Something Neil noticed when he first started writing and editing with the use of computers.
- [17:27] Notebooks Neil prefers for writing first drafts.
- [21:56] Fountain pens Neil has known and loved.
- [22:57] How Neil’s default writing time has changed over the years.
- [24:56] The value of the Groundhog Day routine.
- [26:24] Today’s methods may not be tomorrow’s.
- [27:53] Lessons learned from Terry Pratchett.
- [29:22] Parting thoughts and gratitude.
- [31:21] Enter Debbie Millman.
- [31:45] How Debbie describes her diverse background to new acquaintances.
- [33:38] A childhood drawing predicting Debbie’s future.
- [37:54] Debbie’s unintentional path to becoming a designer.
- [45:41] Overcoming initial rejection.
- [50:04] Debbie’s advice to her college self after that first major rejection.
- [54:25] Empathy vs. feeling slighted by those who reject us.
- [59:28] Manhattan’s influence on Debbie’s pursuit of happiness and career.
- [1:06:42] Debbie’s abuse history and its impact on her self-sufficiency and charitable work.
- [1:12:41] Coping with abuse aftermath and feelings of isolation.
- [1:18:40] Debbie’s experience being called a “corporate clown” and “she-devil.”
- [1:37:00] From lowest point to godmother: a transformative journey.
- [1:37:38] The world-changing potential of brochures.
- [1:43:14] The Design Matters podcast: origins and evolution over 12 years.
- [1:46:46] Milton Glaser’s impact on design and Debbie’s life.
- [1:52:16] The “10-Year Plan for a Remarkable Life” exercise.
- [1:57:51] The nature of hard decisions.
- [2:07:07] Recommended Design Matters episodes for design novices.
- [2:07:55] Parting thoughts.
SELECTED LINKS FROM THE EPISODE
Connect with Neil Gaiman:
Website | Tumblr | Bluesky | Instagram | Facebook | Twitter
- Neverwhere by Neil Gaiman | Amazon
- Coraline by Neil Gaiman | Amazon
- The Graveyard Book by Neil Gaiman | Amazon
- The Ocean at the End of the Lane by Neil Gaiman | Amazon
- The View from the Cheap Seats by Neil Gaiman | Amazon
- The Sandman by Neil Gaiman | Amazon
- Ian Fleming Explains How to Write a Thriller | Literary Hub
- The Irregular Lives of Ian Fleming and Roald Dahl | Artistic License Renewed
- Lamb to the Slaughter by Roald Dahl | Classic Short Stories
- Parson’s Pleasure by Roald Dahl | Esquire
- Marriott World Trade Center
- Neil Gaiman’s Writing Shed | The Well-Appointed Desk
- This Is What A Handwritten Novel By Neil Gaiman Looks Like | BuzzFeed
- Stardust by Neil Gaiman | Amazon
- American Gods by Neil Gaiman | Amazon
- Moleskine Notebooks | Amazon
- Leuchtturm Notebooks | Amazon
- Legatoria Rivoaltus, Venice | Facebook
- The Fountain Pen Hospital
- Lamy Safari Fountain Pen | Amazon
- Namiki-Pilot Falcon Collection Fountain Pen | Amazon
- Visconti Fountain Pens | Amazon
- The Pilot 823 | Amazon
- Groundhog Day | Prime Video
- Since 1947 | Plant Engineering
- Good Omens: The Nice and Accurate Prophecies of Agnes Nutter, Witch by Neil Gaiman and Terry Pratchett | Amazon
Connect with Debbie Millman:
Website | Twitter | Instagram | Facebook | Design Matters Podcast
- The Professional Association for Design | AIGA
- Masters In Branding Program | School of Visual Arts
- Design Is Everything. Everything Is Design. | PRINT Magazine
- Books by Debbie Millman | Amazon
- Debbie Millman | The Great Discontent
- The Complete Gidget Collection | Amazon
- Women of Influence: Debbie Millman | UAlbany Magazine
- Hanlon’s Razor | Wikipedia
- Nantucket Nectars | Wikipedia
- Maslow’s Hierarchy of Needs | Wikipedia
- The 4-Hour Workweek: Escape 9-5, Live Anywhere, and Join the New Rich by Tim Ferriss | Amazon
- NO MORE PSA Campaign | Joyful Heart Foundation
- Home of Hip Hop Since 1992 | HOT 97
- Global Branding Agency | Sterling
- Eleven Madison Park Restaurant
- 365: AIGA Year in Design | AIGA
- AIGA: Sold Out | Speak Up Archive
- Is the Dark Side Prevailing? | Speak Up Archive
- World-Leading Brand Specialists | Landor
- Stop Being Sheep | Speak Up
- Stop Stealing Sheep & Find Out How Type Works by Erik Spiekermann and E.M. Ginger | Amazon
- Debbie and Alex Isley In Ironic Chef Garb | Flickr
- How to Think Like a Great Graphic Designer by Debbie Millman | Amazon
- Wally Olins: The Brand Handbook by Wally Olins | Amazon
- “This is Historic Times.” -George W. Bush, April 20, 2004 | Speak Up
- Live Internet Talk Radio | VoiceAmerica
- Equity Observer | Design Observer
- “Just When I Thought I Was Out…” (Clip) | The Godfather: Part III
- Chris Ware | Design Matters
- Amanda Palmer | Design Matters
- Alain de Botton | Design Matters
- Krista Tippett | Design Matters
- Nico Muhly | Design Matters
- Tim Ferriss | Design Matters
PEOPLE MENTIONED
- Ian Fleming
- James Bond
- Roald Dahl
- Ash Gaiman
- John McPhee
- Joe Hill
- Charles Dickens
- Tori Amos
- Gene Wolfe
- Terry Pratchett
- George R.R. Martin
- Massimo Vignelli
- Milton Glaser
- Steven Heller
- Chris Sacca
- David Bowie
- Rosalind Russell
- Robert Edelstein
- Scarlett O’Hara
- Mariska Hargitay
- Maile Zambuto
- Joe Biden
- Felix Sockwell
- Dave Weinberger
- Walter Landor
- Armin Vit
- Erik Spiekermann
- Bryony Gomez-Palacio
- Michael Bierut
- Paul Archer
- Joyce Rutter Kaye
- Mark Kingsley
- Bill Drenttel
- Molly
- Simon Williams
- Austin McGhie
- Al Pacino
- Dani Shapiro
- Naval Ravikant
- Chris Ware
- Amanda Palmer
- Alain de Botton
- Krista Tippett
- Nico Muhly




Comment Rules: Remember what Fonzie was like? Cool. That's how we're gonna be — cool. Critical is fine, but if you're rude, we'll delete your stuff. Please do not put your URL in the comment text and please use your PERSONAL name or initials and not your business name, as the latter comes off like spam. Have fun and thanks for adding to the conversation! (Thanks to Brian Oberkirch for the inspiration.)
Neil Gaiman mistook the author. Not Ian Fleming but Roald Dahl is author of both short stories: “Lamb to the Slaughter” and “Parson’s Pleasure”.
Hi, Timur. Thanks for you comment and the opportunity to clarify. Neil is only saying here that Fleming offered plot points to Dahl. Fleming and Dahl met while supporting the British war effort during WWII and became friends who inspired each other. https://en.wikipedia.org/wiki/Roald_Dahl
Best,
Team Tim Ferriss
Not this ep. but the last Five bullet… animals, primates self-medicating… been reported for over 10 plus years.
Animals that self-medicate | PNAS
https://www.pnas.org/doi/full/10.1073/pnas.1419966111
Active self-treatment of a facial wound with a biologically active plant by a male Sumatran orangutan | Scientific Reports
https://www.nature.com/articles/s41598-024-58988-7
… can give so wider insights.