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The Unscheduled CEO

Listen to my call with Jason Fried

Mar 4, 2025
In this engaging chat, Jason Fried, CEO of Basecamp, delves into the complexities of maintaining motivation in entrepreneurship. He discusses the need for genuine breaks to gain clarity and rekindle passion for work. Jason shares insights on evolving perspectives, the thrill of continuous innovation, and the importance of a cohesive brand identity amidst growth. They also touch upon personal experiences with medication that enhance focus, adding a unique twist to the conversation. This raw and candid dialogue is sure to resonate with fellow entrepreneurs!
48:11

Episode guests

Podcast summary created with Snipd AI

Quick takeaways

  • The speaker grapples with a lack of motivation for their businesses, exploring the need for a break to rekindle passion and purpose.
  • Jason Fried emphasizes the importance of redefining success and addressing external pressures that contribute to feelings of inadequacy in business growth.

Deep dives

Struggling with Business Motivation

The speaker expresses a feeling of disillusionment with their business, revealing a lack of enthusiasm for running their companies, which include a training platform, design projects, and strategy consulting. This malaise has reportedly developed over the last four years, coinciding with a period of introspection and exploration of personal interests beyond business. The speaker contemplates whether the excitement they previously felt in their 20s was fueled by a more intense drive that has since waned, creating a sense of stagnation in their current endeavors. They wonder if causing disruptions within their successful businesses might rekindle that lost zeal, reflecting a desire for renewed passion and purpose in their work.

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