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Hassan Osman is an Amazon bestselling author and the founder of Sidegig Hacks and Writer on the Side. While maintaining a demanding corporate career, Hassan has published over 20 books with 9 Amazon bestsellers reaching over 120,000 readers, plus 17 courses with 430,000+ unique students. His expertise lies in creating short, focused books (10,000-12,000 words) for busy managers and corporate leaders, covering soft skills and leadership development. Hassan advocates for treating books as "business cards on steroids" - tools that generate more revenue from opportunities they create than from direct sales. His systematic approach emphasizes the 80-20 principle, focusing on content repurposing across multiple platforms including Amazon, Udemy, and Gumroad.

In this episode:

  • Why books are "business cards on steroids" that open bigger opportunities
  • The four-circle method for choosing profitable book topics
  • Writing 10,000-word books that people actually finish reading
  • How promotion starts before the book is completed
  • Content repurposing strategies across books, courses, podcasts, and social media
  • Using popular highlights from Kindle to create Twitter content
  • Publishing under multiple pen names for different genres
  • Udemy course creation: turning $600 books into $35,000 courses
  • Gumroad strategies for packaging books with additional bonuses
  • Custom ChatGPT creation for writing in your own voice
  • The Four Week Write Your Book system and course
  • Building sustainable creator workflows while working full-time

Resources mentioned:

Book Recommendations:

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109 episodes