
The Colin and Samir Show How to develop discipline: A conversation with Ryan Holiday (2022)
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Apr 15, 2024 Ryan Holiday, author and philosopher, discusses developing discipline with Stoicism, embracing discomfort, building discipline through cold plunges and writing, starting from zero with discipline, and navigating opportunities and decision making in publishing. The conversation also covers maintaining a sustainable pace in creativity, building direct relationships with the audience, the power of focus in creativity and success, navigating tension and disagreement in interviews, and building audience through long-form storytelling.
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Embrace Discomfort
- Embrace discomfort with practices like cold plunges, which reinforce discipline.
- Doing hard things, even if unpleasant, strengthens mental resilience.
Daily Writing
- Overcome writer's block by setting achievable daily writing goals, even if the output is imperfect.
- Two crappy pages a day accumulate into a manuscript over time.
American Apparel Experience
- Working at American Apparel was intense, providing valuable marketing lessons and unique experiences.
- However, the environment was also toxic, requiring later unlearning and processing.

