“Most people do not wake up and think, ‘I need more philosophy in my life.’ They do wake up and think ‘I have a problem and I need a solution’.” –Ryan Holiday

Ryan Holiday (@RyanHoliday) is an American marketer and entrepreneur, and the author of eight books, including The Obstacle is the Way, Ego is the Enemy, and Stillness is the Key, which debuts in bookstores this week.

In this episode of Deviate, Ryan and Rolf talk about “Big Idea” books, how Ryan’s philosophical trilogy of books came about, and how word-of-mouth works better than categorization in helping people find your books (3:00); how storytelling is better than dry analysis when it comes to writing books on a topic like Stoicism, and how writing for general audiences differs from writing for “elite” audiences (16:00); why ancient ideas and examples are often more dependable than contemporary ones, and why it’s good to read as diversely as possible (25:00); what a “commonplace book” is, and how it can fuel your creative life (32:30); the difference in focus between the research phase of a book and the writing phase, and how to best plan and structure books (48:00); Ryan’s writing habits, how he balances his day with non-writing tasks, and the importance of maintaining momentum (1:01:30); and the process of how he decides on which themes and projects to explore next (1:06:00).

Books mentioned:

Notable links:

This episode of Deviate is brought to you by Tortuga Backpacks, which set the standard for the best, most durable, organized, and comfortable travel backpacks. Tortuga products also include daypacks, duffels, and other travel accessories, which are all made with the traveler in mind and have been featured by Wirecutter, The New York Times, Travel + Leisure, Business Insider, Carryology, and many other industry outlets.

This episode is also brought to you by AirTreks, an industry leader in multi-stop international travel. If you’ve ever planned a trip with multiple stops, you know that finding the right flights can be difficult. Between balancing travel logistics and cost, it often becomes impossible to build an itinerary that matches your travel goals.  AirTreks is a distributed travel company with employees working from all corners of the world to help with your flight planning, specializing in complex routes with up to 25 stops. The AirTreks website offers suggested pre-planned travel itineraries to help you get started, but can customize to fit your journey.

The Deviate theme music comes from the title track of Cedar Van Tassel’s 2017 album Lumber.

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